Products

Refine

Country

Business Type

Certificate

Display

Hangzhou Think Chemical Co. Ltd

N-[(2R,3S)-2-(2,5-Difluorophenyl)tetrahydro-5-oxo-2H-pyran-3-yl]carbamic acid 1,1-dimethylethyl ester CAS No.:951127-25-6 Name: N-[(2R,3S)-2-(2,5-Difluorophenyl)tetrahydro-5-oxo-2H-pyran-3-yl]carbamic acid 1,1-di

Enke Pharma-tech Co.,Ltd. (Cangzhou, China )

Cangzhou Enke Pharma Tech Co.,ltd. is located in Cangzhou City, Hebei province ,where is a famous petroleum chemical industry city in China. Enke Pharma a high-tech enterprise ,and we are dedicated to developing and manufacturing new ap

CPo3604-01

Cas:951127-25-6

Min.Order:1 Kilogram

FOB Price: $1.0

Type:Manufacturers

inquiry

Dayang Chem (Hangzhou) Co.,Ltd.

Dayangchem’s R&D center can offer custom synthesis according to the contract research and development services for the fine chemicals, pharmaceutical, biotechnique and some of the other chemicals. Near 20 years DayangChem has provided dif

tert-Butyl ((2R,3S)-2-(2,5-difluorophenyl)-5-oxotetrahydro-2H-pyran-3-yl)carbamate

Cas:951127-25-6

Min.Order:1 Gram

FOB Price: $3.0 / 4.0

Type:Lab/Research institutions

inquiry

Chemwill Asia Co., Ltd.

Our main production base is located in Xuzhou industry park. We are certified both to the ISO 9001 and ISO 14001 Standards, have a safety management system in place.Our R&D team masters core technology for process-design of target building block

tert-Butyl ((2R,3S)-2-(2,5-difluorophenyl)-5-oxotetrahydro-2H-pyran-3-yl)-carbamate

Cas:951127-25-6

Min.Order:5 Kiloliter

FOB Price: $1.2 / 5.0

Type:Manufacturers

inquiry

Henan Tianfu Chemical Co., Ltd.

Competitive Price High Quality Fast Delivery custom-made Welcome to Henan Tianfu Chemical Co., Ltd. website. Our company engages in Sodium Tripolyphosphate (STPP) and Sodium Hexametabphosphate (SHMP) production; development of noble me

CPo3604-01

Cas:951127-25-6

Min.Order:1 Kilogram

Negotiable

Type:Lab/Research institutions

inquiry

Hebei Nengqian Chemical Import and Export Co., LTD

Our advantages: 1. All inquiries will be replied within 12 hours. 2. Dedication to quality, supply & service. 3. Strictly on selecting raw materials. 4. Reasonable & competitive price, fast lead time. 5. Sample is available for your eva

CPo3604-01

Cas:951127-25-6

Min.Order:1 Gram

FOB Price: $1000.0 / 1300.0

Type:Trading Company

inquiry

Zhuozhou Wenxi import and Export Co., Ltd

WITH US,YOUR MONEY IN SAFE,YOUR BUSINESS IN SAFE 1)Quick Response Within 12 hours; 2)Quality Guarantee: All products are strictly tested by our QC, confirmed by QA and approved by third party lab in China, USA, Canada, Germany, UK, Italy, France et

Pharmaceutical Grade CAS 951127-25-6 with competitive price

Cas:951127-25-6

Min.Order:1 Kilogram

FOB Price: $139.0 / 210.0

Type:Trading Company

inquiry

LIDE PHARMACEUTICALS LIMITED

Advantage : LIDE PHARMACEUTICALS LTD. is a mid-small manufacturing-type enterprise, engaged in pharmaceutical intermediates of R&D, custom-made and production, and also involving trading chemicals for export. We have established the

CPo3604-01/ LIDE PHARMA- Factory supply / Best price

Cas:951127-25-6

Min.Order:1 Kilogram

Negotiable

Type:Lab/Research institutions

inquiry

Qingdao Beluga Import and Export Co., LTD

CPo3604-01 CAS:951127-25-6 Qingdao Belugas Import and Export Co., Ltd. is a scientific and technological company integrating research and development, production and trade of chemical intermediates, specializing in high quality organic intermediates

CPo3604-01 CAS:951127-25-6

Cas:951127-25-6

Min.Order:1 Gram

Negotiable

Type:Lab/Research institutions

inquiry

Shandong Hanjiang Chemical Co., Ltd.

Hello, dear friend! I'm Hansen and Allen from China. Welcome to my lookchem mall! The following is a brief introduction of our company's products and services. If you are interested in our products, please contact us by emai

CPo3604-01

Cas:951127-25-6

Min.Order:1 Kilogram

Negotiable

Type:Lab/Research institutions

inquiry

Henan Wentao Chemical Product Co., Ltd.

Henan Wentao Chemical Product Co.,Ltd is Located in Zhengzhou High-tech Development Zone with import and export license, We passed ISO 9001:2008 as well, Henan Wentao has developed more than 1000 compounds, which are widely used in the fields of prod

CPo3604-01

Cas:951127-25-6

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

Triumph International Development Limilted

Appearance:white or light yellow crystalline powder Storage:Store in a cool,dry place and keep away from direct strong light Package:As customer request Application:Used for research and industrial manufacture. Transportation:By

Tert-butyl [(2R,3S)-5-oxo-2-(2,5-difluorophenyl)tetradihydro-2H-pyran-3-yl]carbamate

Cas:951127-25-6

Min.Order:100 Gram

Negotiable

Type:Lab/Research institutions

inquiry

SHANGHAI T&W PHARMACEUTICAL CO., LTD.

A substitute for perfluorooctanoic acid, mainly used as a surfactant, dispersant, additive, etc Appearance:White solid or Colorless liquid Purity:99.3 % We will ship the goods in a timely manner as required We can provide relevant documents acc

4-(4-methylpiperazin-1-yl)-2-nitrobenzoic acid

Cas:951127-25-6

Min.Order:4 Kilogram

Negotiable

Type:Lab/Research institutions

inquiry

Nanjing Fred Technology Co.,Ltd.

CPo3604-01 is one of the most competitive products in our company, we can supply it with good quality and best price. Appearance:White to off-white solid Storage:Room temperature, Keep in Dark Place. Package:Kilograms/MT Application:Pharmaceutical fi

CPo3604-01

Cas:951127-25-6

Min.Order:1 Kilogram

Negotiable

Type:Lab/Research institutions

inquiry

Afine Chemicals Limited

Company Introduction 1. Established in 2005, with two independent business divisions: Fine chemicals division; Pharmaceutical division. 2. Main product: Optical brightener Textile auxiliary Dye stuff Pigments

TERT-BUTYL [(2R,3S)-5-OXO-2-(2,5-DIFLUOROPHENYL)TETRADIHYDRO-2H-PYRAN-3-YL]CARBAMATE

Cas:951127-25-6

Min.Order:1 Gram

Negotiable

Type:Lab/Research institutions

inquiry

Shanghai Send Pharmaceutical Technology Co., Ltd.

low price high quality high purity good sevice stock Appearance:white Storage:Preserve In Well-Closed, Light-Resistant and Tight Containers. Store In Cool & Dry Place Package:1g,5g,10g...1kg,5kg...more Application:Pharmaceutical interme

CPo3604-01

Cas:951127-25-6

Min.Order:1 Gram

Negotiable

Type:Lab/Research institutions

inquiry

Shanghai Massive Chemical Technology Co., Ltd.

Massive Chemical is certified with ISO9001 and ISO14001 manufacturer for this product. We will offer all documents as requirement for the materials which includes, Certificate of Analysis, Material Safety Data Sheet, and Method of Analysis and

CPo3604-01

Cas:951127-25-6

Min.Order:1 Gram

FOB Price: $1.0

Type:Lab/Research institutions

inquiry

Zibo Hangyu Biotechnology Development Co., Ltd

Zibo Hangyu Biotechnology Development Co., Ltd is a leading manufacturer and supplier of chemicals in China. We develop produce and distribute high quality pharmaceuticals, intermediates, special chemicals and OLED intermediates and other fine chemi

N-[(2R,3S)-2-(2,5-difluorophenyl)tetrahydro-5-oxo-2H-pyran-3-yl]-CarbaMic acid 1,1-diMethylethyl ester

Cas:951127-25-6

Min.Order:10 Gram

FOB Price: $100.0

Type:Lab/Research institutions

inquiry

Hangzhou Lingrui Chemical Co.,Ltd.

Tert-butyl [(2R,3S)-5-oxo-2-(2,5-difluorophenyl)tetradihydro-2H-pyran-3-yl]carbamateAppearance:white or light yellow crystalline powder Storage:Store in a cool,dry place and keep away from direct strong light Package:according to customers' requireme

Zibo Dorne chemical technology co. LTD

Product Details Grade: pharmaceutical grade Purity:99%+ ProductionCapacity: 1000 Kilogram/Month Scope of use: For scientific research only(The product must be used legally) Our Advantage 1. Best quality with competitive price. 2. Quick shipping,

CPo3604-01

Cas:951127-25-6

Min.Order:1 Gram

Negotiable

Type:Lab/Research institutions

inquiry

Xiamen Jenny Chemical Technology Co., Ltd.

GMP standard, high purity, competitive price, in stock 1. Quick Response: within 6 hours after receiving your email. 2. Quality Guarantee: All products are strictly tested by our QC, confirmed by QA, and approved by a third-party lab in China, USA,

CPO3604-01

Cas:951127-25-6

Min.Order:1 Milligram

Negotiable

Type:Trading Company

inquiry

EAST CHEMSOURCES LIMITED

factory?direct?saleAppearance:White Powder Storage:Store In Dry, Cool And Ventilated Place Package:25kg/drum, also according to the clients requirement Application:It is widely used as a thickener, emulsifier and stabilizer Transportation:By Sea Or B

CPo3604-01 951127-25-6

Cas:951127-25-6

Min.Order:1 Kilogram

FOB Price: $18.0 / 20.0

Type:Trading Company

inquiry

Shandong Mopai Biotechnology Co., LTD

Shandong Mopai Biotechnology Co., LTD is a leading manufacturer and supplier of chemicals in China. We develop produce and distribute high quality pharmaceuticals, intermediates, special chemicals and OLED intermediates and other fine chemicals. W

CPo3604-01

Cas:951127-25-6

Min.Order:1 Gram

Negotiable

Type:Lab/Research institutions

inquiry

KAISA GROUP INC

1.Applied in food field.it can improve the immune system and prolong life. 2.Appliedin cosmetic field.it can improve the skin care. 3.Applied in pharmaceutical field.it can treat various dieases. 4.Our product quality assurance will make our customer

CPo3604-01 951127-25-6

Cas:951127-25-6

Min.Order:1 Metric Ton

FOB Price: $1.5

Type:Trading Company

inquiry

SAGECHEM LIMITED

SAGECHEM is a chemical R&D, manufacturing and distribution company in China since 2009, including pharmaceutical intermediates, agrochemical, dyestuff intermediates, organosilicone, API and etc. We also offer a full range of services in custom synthe

Suzhou Health Chemicals Co., Ltd.

High quality,stable supply chain.Appearance:white/off-white or light yellow Storage:Store in cool and dry place, keep away from strong light and heat. Package:aluminum bottle,glass bottle,PTFE bottle,cardboard drum Application:This product can be use

Golden Pharma Co., Limited

GOLDEN PHARMA CO.,LIMITED.is a professional pharmaceutical company,our team have more than 20years expereince in pharmaceutical production and sales. we are a professional technical enterprise specializing in the R & D, production,QA regulation

Senova Technology Company Limited

1.High quality 2.High purity 3.Best price 4.Best service 5.Professional manufacturer 6.Loyal and honest supplier 7.Fast response to customer within 6 hours Application:Pharmaceutical Intermediate

Chemvon Biotechnology Co. Ltd.

Chemvon Biotechnology is one of the leading high-technology manufacturer in the field of pharmaceutical and fine chemical industry. From origins as a research group in technology service, chemvon has progressed into an integrated company with a k

N-[(2R,3S)-2-(2,5-difluorophenyl)tetrahydro-5-oxo-2H-pyran-3-yl]-CarbaMic acid 1,1-diMethylethyl ester

Cas:951127-25-6

Min.Order:1 Gram

Negotiable

Type:Lab/Research institutions

inquiry

Bluecrystal chem-union

We are a Union of chemistry in China, consists of chemists,engineers, laboratories,factories in China. We organize surplus capacity of R&D and production as well as custom synthesis for chemical products and chemical business project. We are supp

CPo3604-01 951127-25-6

Cas:951127-25-6

Min.Order:1 Metric Ton

FOB Price: $1.0

Type:Trading Company

inquiry

Synthetic route

C19H25F2NO5

C19H25F2NO5

N-[(2R,3S)-2-(2,5-difluorophenyl)tetrahydro-5-oxo-2H-pyran-3-yl]carbamic acid 1,1-dimethylethyl ester
951127-25-6

N-[(2R,3S)-2-(2,5-difluorophenyl)tetrahydro-5-oxo-2H-pyran-3-yl]carbamic acid 1,1-dimethylethyl ester

Conditions
ConditionsYield
With hydrogenchloride In water; ethyl acetate at 20℃;95%
tert-butyl ((2R,3S)-2-(2,5-difluorophenyl)-5-hydroxytetrahydro-2H-pyran-3-yl)carbamate
1172623-99-2

tert-butyl ((2R,3S)-2-(2,5-difluorophenyl)-5-hydroxytetrahydro-2H-pyran-3-yl)carbamate

N-[(2R,3S)-2-(2,5-difluorophenyl)tetrahydro-5-oxo-2H-pyran-3-yl]carbamic acid 1,1-dimethylethyl ester
951127-25-6

N-[(2R,3S)-2-(2,5-difluorophenyl)tetrahydro-5-oxo-2H-pyran-3-yl]carbamic acid 1,1-dimethylethyl ester

Conditions
ConditionsYield
With Dess-Martin periodane In dichloromethane at 0 - 30℃; for 4h;94.7%
With Dess-Martin periodane In dichloromethane at 0 - 20℃; for 4h;94.7%
With Dess-Martin periodane In dichloromethane at 0 - 4℃; for 4h;94.7%
C19H25F2NO3S2

C19H25F2NO3S2

N-[(2R,3S)-2-(2,5-difluorophenyl)tetrahydro-5-oxo-2H-pyran-3-yl]carbamic acid 1,1-dimethylethyl ester
951127-25-6

N-[(2R,3S)-2-(2,5-difluorophenyl)tetrahydro-5-oxo-2H-pyran-3-yl]carbamic acid 1,1-dimethylethyl ester

Conditions
ConditionsYield
With zinc(II) chloride In ethanol at 0℃; Inert atmosphere; Large scale;93.5%
[(2R,3S)-5-methylene-2-(2,5-difluorophenyl)tetrahydro-2H-pyran-3-yl]carbamic acid tert-butyl ester
951127-31-4

[(2R,3S)-5-methylene-2-(2,5-difluorophenyl)tetrahydro-2H-pyran-3-yl]carbamic acid tert-butyl ester

N-[(2R,3S)-2-(2,5-difluorophenyl)tetrahydro-5-oxo-2H-pyran-3-yl]carbamic acid 1,1-dimethylethyl ester
951127-25-6

N-[(2R,3S)-2-(2,5-difluorophenyl)tetrahydro-5-oxo-2H-pyran-3-yl]carbamic acid 1,1-dimethylethyl ester

Conditions
ConditionsYield
With sodium periodate; ruthenium(III) chloride trihydrate In dichloromethane; water; acetonitrile at 25℃; for 3h;84%
With sodium periodate; rhodium(III) chloride
With sodium periodate; osmium(VIII) oxide In 1,4-dioxane; water at 0℃; for 2h;
tert-butyl ((8R,9S)-8-(2,5-difluorophenyl)-7-oxa-1,4-dithiaspiro[4.5]decan-9-yl)carbamate

tert-butyl ((8R,9S)-8-(2,5-difluorophenyl)-7-oxa-1,4-dithiaspiro[4.5]decan-9-yl)carbamate

N-[(2R,3S)-2-(2,5-difluorophenyl)tetrahydro-5-oxo-2H-pyran-3-yl]carbamic acid 1,1-dimethylethyl ester
951127-25-6

N-[(2R,3S)-2-(2,5-difluorophenyl)tetrahydro-5-oxo-2H-pyran-3-yl]carbamic acid 1,1-dimethylethyl ester

Conditions
ConditionsYield
With bis-[(trifluoroacetoxy)iodo]benzene In water; acetonitrile at 20℃; for 1h;79%
With bis-[(trifluoroacetoxy)iodo]benzene In water; acetonitrile at 20℃; for 0.5h;79%
With bis-[(trifluoroacetoxy)iodo]benzene In water; acetonitrile at 20℃; for 1h;79%
[(2R,3S)-5-hydroxy-5-hydroxymethyl-2-(2,5-difluorophenyl)tetrahydro-2H-pyran-3-yl]carbamic acid tert-butyl ester
951127-32-5

[(2R,3S)-5-hydroxy-5-hydroxymethyl-2-(2,5-difluorophenyl)tetrahydro-2H-pyran-3-yl]carbamic acid tert-butyl ester

N-[(2R,3S)-2-(2,5-difluorophenyl)tetrahydro-5-oxo-2H-pyran-3-yl]carbamic acid 1,1-dimethylethyl ester
951127-25-6

N-[(2R,3S)-2-(2,5-difluorophenyl)tetrahydro-5-oxo-2H-pyran-3-yl]carbamic acid 1,1-dimethylethyl ester

Conditions
ConditionsYield
With pyridine; lead(IV) acetate In methanol for 0.333333h;
With pyridine; lead(IV) acetate In methanol at 0℃; for 0.333333h;
With pyridine; lead(IV) tetraacetate In methanol at 0℃; for 0.333333h;
2,5-difluorobenzoyl chloride
35730-09-7

2,5-difluorobenzoyl chloride

N-[(2R,3S)-2-(2,5-difluorophenyl)tetrahydro-5-oxo-2H-pyran-3-yl]carbamic acid 1,1-dimethylethyl ester
951127-25-6

N-[(2R,3S)-2-(2,5-difluorophenyl)tetrahydro-5-oxo-2H-pyran-3-yl]carbamic acid 1,1-dimethylethyl ester

Conditions
ConditionsYield
Multi-step reaction with 8 steps
1: N-ethyl-N,N-diisopropylamine
2: sodium hydride
3: Heating
4: sodium tetrahydroborate
5: Chiralpak 1A / ethanol; hexane / Resolution of racemate
6: zinc; hydrogenchloride / water
7: ChiralCel AD
8: rhodium(III) chloride; sodium periodate
View Scheme
Multi-step reaction with 9 steps
1: N-ethyl-N,N-diisopropylamine
2: sodium hydride
3: Heating
4: sodium tetrahydroborate
5: 1,8-diazabicyclo[5.4.0]undec-7-ene / methanol
6: Chiralpak 1A / ethanol; hexane / Resolution of racemate
7: zinc; hydrogenchloride / water
8: ChiralCel AD
9: rhodium(III) chloride; sodium periodate
View Scheme
C13H8F2O2

C13H8F2O2

N-[(2R,3S)-2-(2,5-difluorophenyl)tetrahydro-5-oxo-2H-pyran-3-yl]carbamic acid 1,1-dimethylethyl ester
951127-25-6

N-[(2R,3S)-2-(2,5-difluorophenyl)tetrahydro-5-oxo-2H-pyran-3-yl]carbamic acid 1,1-dimethylethyl ester

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1: sodium hydride
2: Heating
3: sodium tetrahydroborate
4: Chiralpak 1A / ethanol; hexane / Resolution of racemate
5: zinc; hydrogenchloride / water
6: ChiralCel AD
7: rhodium(III) chloride; sodium periodate
View Scheme
Multi-step reaction with 8 steps
1: sodium hydride
2: Heating
3: sodium tetrahydroborate
4: 1,8-diazabicyclo[5.4.0]undec-7-ene / methanol
5: Chiralpak 1A / ethanol; hexane / Resolution of racemate
6: zinc; hydrogenchloride / water
7: ChiralCel AD
8: rhodium(III) chloride; sodium periodate
View Scheme
6-(2,5-difluorophenyl)-3-methylidene-5-nitro-3,4-dihydro-2H-pyran
951127-28-9

6-(2,5-difluorophenyl)-3-methylidene-5-nitro-3,4-dihydro-2H-pyran

N-[(2R,3S)-2-(2,5-difluorophenyl)tetrahydro-5-oxo-2H-pyran-3-yl]carbamic acid 1,1-dimethylethyl ester
951127-25-6

N-[(2R,3S)-2-(2,5-difluorophenyl)tetrahydro-5-oxo-2H-pyran-3-yl]carbamic acid 1,1-dimethylethyl ester

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: sodium tetrahydroborate
2: Chiralpak 1A / ethanol; hexane / Resolution of racemate
3: zinc; hydrogenchloride / water
4: ChiralCel AD
5: rhodium(III) chloride; sodium periodate
View Scheme
Multi-step reaction with 6 steps
1: sodium tetrahydroborate
2: 1,8-diazabicyclo[5.4.0]undec-7-ene / methanol
3: Chiralpak 1A / ethanol; hexane / Resolution of racemate
4: zinc; hydrogenchloride / water
5: ChiralCel AD
6: rhodium(III) chloride; sodium periodate
View Scheme
Multi-step reaction with 5 steps
1: sodium tetrahydroborate / methanol / 1 h / 0 - 5 °C
2: hydrogenchloride; zinc / water; ethanol / 1 h / 0 °C
3: methanol / 15 h / 25 °C
4: sodium carbonate / water; acetonitrile / 2 h / 0 - 30 °C
5: sodium periodate; ruthenium(III) chloride trihydrate / water; acetonitrile; dichloromethane / 3 h / 25 °C
View Scheme
trans-5-methylene-3-nitro-2-(2,5-difluorophenyl)-tetrahydro-2H-pyran

trans-5-methylene-3-nitro-2-(2,5-difluorophenyl)-tetrahydro-2H-pyran

N-[(2R,3S)-2-(2,5-difluorophenyl)tetrahydro-5-oxo-2H-pyran-3-yl]carbamic acid 1,1-dimethylethyl ester
951127-25-6

N-[(2R,3S)-2-(2,5-difluorophenyl)tetrahydro-5-oxo-2H-pyran-3-yl]carbamic acid 1,1-dimethylethyl ester

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: Chiralpak 1A / ethanol; hexane / Resolution of racemate
2: zinc; hydrogenchloride / water
3: ChiralCel AD
4: rhodium(III) chloride; sodium periodate
View Scheme
Multi-step reaction with 4 steps
1: zinc; acetic acid / ethanol / 1 h
2: dichloromethane / 20 h / 20 °C
3: Chiralpak IA / Resolution of racemate
4: sodium periodate; osmium(VIII) oxide / 1,4-dioxane; water / 2 h / 0 °C
View Scheme
cis-5-methylene-3-nitro-2-(2,5-difluorophenyl)tetrahydro-2H-pyran

cis-5-methylene-3-nitro-2-(2,5-difluorophenyl)tetrahydro-2H-pyran

N-[(2R,3S)-2-(2,5-difluorophenyl)tetrahydro-5-oxo-2H-pyran-3-yl]carbamic acid 1,1-dimethylethyl ester
951127-25-6

N-[(2R,3S)-2-(2,5-difluorophenyl)tetrahydro-5-oxo-2H-pyran-3-yl]carbamic acid 1,1-dimethylethyl ester

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: 1,8-diazabicyclo[5.4.0]undec-7-ene / methanol
2: Chiralpak 1A / ethanol; hexane / Resolution of racemate
3: zinc; hydrogenchloride / water
4: ChiralCel AD
5: rhodium(III) chloride; sodium periodate
View Scheme
(2R,3S)-5-methylidenyl-3-nitro-2-(2,5-difluorophenyl)tetrahydro-2H-pyran
951127-29-0

(2R,3S)-5-methylidenyl-3-nitro-2-(2,5-difluorophenyl)tetrahydro-2H-pyran

N-[(2R,3S)-2-(2,5-difluorophenyl)tetrahydro-5-oxo-2H-pyran-3-yl]carbamic acid 1,1-dimethylethyl ester
951127-25-6

N-[(2R,3S)-2-(2,5-difluorophenyl)tetrahydro-5-oxo-2H-pyran-3-yl]carbamic acid 1,1-dimethylethyl ester

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: zinc; hydrogenchloride / water
2: ChiralCel AD
3: rhodium(III) chloride; sodium periodate
View Scheme
Multi-step reaction with 4 steps
1.1: zinc; hydrogenchloride / ethanol; water / 3 h
2.1: dichloromethane / 20 °C
3.1: osmium(VIII) oxide / acetone; quinoline; tert-butyl alcohol / 0.17 h / 20 °C
3.2: 48 h / 20 °C
4.1: sodium periodate / tetrahydrofuran; water / 4 h
View Scheme
Multi-step reaction with 4 steps
1.1: zinc; hydrogenchloride / ethanol / 3 h
2.1: dichloromethane / 20 °C
3.1: osmium(VIII) oxide / acetone; water; tert-butyl alcohol / 0.17 h / 20 °C
3.2: 48 h / 20 °C
4.1: sodium periodate / tetrahydrofuran; water / 4 h
View Scheme
Multi-step reaction with 4 steps
1.1: zinc; hydrogenchloride / water; ethanol / 3 h
2.1: dichloromethane / 20 °C
3.1: osmium(VIII) oxide / water; acetone; tert-butyl alcohol / 0.17 h / 20 °C
3.2: 48 h / 20 °C
4.1: sodium iodate / water; tetrahydrofuran / 4 h
View Scheme
Multi-step reaction with 4 steps
1.1: zinc; hydrogenchloride / water; ethanol / 3 h
2.1: dichloromethane / 20 °C
3.1: osmium(VIII) oxide / water; acetone; tert-butyl alcohol / 0.17 h / 20 °C
3.2: 48 h / 20 °C
4.1: sodium periodate / water; tetrahydrofuran / 4 h
View Scheme
(2R,3S)-2-(2,5-difluorophenyl)-5-methylenetetrahydro-2H-pyran-3-amine
951127-30-3

(2R,3S)-2-(2,5-difluorophenyl)-5-methylenetetrahydro-2H-pyran-3-amine

N-[(2R,3S)-2-(2,5-difluorophenyl)tetrahydro-5-oxo-2H-pyran-3-yl]carbamic acid 1,1-dimethylethyl ester
951127-25-6

N-[(2R,3S)-2-(2,5-difluorophenyl)tetrahydro-5-oxo-2H-pyran-3-yl]carbamic acid 1,1-dimethylethyl ester

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: ChiralCel AD
2: rhodium(III) chloride; sodium periodate
View Scheme
Multi-step reaction with 3 steps
1.1: dichloromethane / 20 °C
2.1: tert-butyl alcohol; osmium(VIII) oxide / acetone; water; tert-butyl alcohol / 0.17 h / 20 °C
2.2: 48 h / 20 °C
3.1: sodium periodate / tetrahydrofuran; water / 4 h
View Scheme
Multi-step reaction with 3 steps
1.1: dichloromethane / 20 °C
2.1: osmium(VIII) oxide / acetone; quinoline; tert-butyl alcohol / 0.17 h / 20 °C
2.2: 48 h / 20 °C
3.1: sodium periodate / tetrahydrofuran; water / 4 h
View Scheme
di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

N-[(2R,3S)-2-(2,5-difluorophenyl)tetrahydro-5-oxo-2H-pyran-3-yl]carbamic acid 1,1-dimethylethyl ester
951127-25-6

N-[(2R,3S)-2-(2,5-difluorophenyl)tetrahydro-5-oxo-2H-pyran-3-yl]carbamic acid 1,1-dimethylethyl ester

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: ChiralCel AD
2: rhodium(III) chloride; sodium periodate
View Scheme
Multi-step reaction with 3 steps
1: dichloromethane / 20 h / 20 °C
2: Chiralpak IA / Resolution of racemate
3: sodium periodate; osmium(VIII) oxide / 1,4-dioxane; water / 2 h / 0 °C
View Scheme
Multi-step reaction with 7 steps
1.1: sodium hydroxide / tert-butyl methyl ether; water / 4 h / 20 °C / Inert atmosphere
2.1: 1,1'-carbonyldiimidazole / N,N-dimethyl-formamide / 15 - 25 °C / Inert atmosphere
2.2: 20 - 25 °C / Inert atmosphere
3.1: TurboGrignard / tetrahydrofuran; toluene / 2.5 h / -10 - -5 °C / Inert atmosphere
3.2: 2.5 h / -10 - 20 °C / Inert atmosphere
4.1: 1,4-diaza-bicyclo[2.2.2]octane; formic acid; [(R,R)-N-(2-amino-1,2-diphenylethyl)pentafluorobenzenesulfonamide]chloride(p-cymene)ruthenium (II) / tetrahydrofuran / Inert atmosphere
5.1: tert-butylammonium hexafluorophosphate(V); 1-hydroxy-pyrrolidine-2,5-dione; sodium hydrogencarbonate; chlorocyclopentadienylbis(triphenylphosphine)ruthenium(II) ethanol; triphenylphosphine / N,N-dimethyl-formamide; n-heptane / 16 h / 80 °C / Inert atmosphere
6.1: dimethylsulfide borane complex / tert-butyl methyl ether / 0 - 5 °C / Inert atmosphere
6.2: 15 - 25 °C / Inert atmosphere
7.1: acetic acid; ruthenium(III) chloride trihydrate; sodium bromate / water; acetonitrile / 0 - 2 °C / Inert atmosphere
View Scheme
1-(2,5-difluorophenyl)-2-nitroethanone
951127-27-8

1-(2,5-difluorophenyl)-2-nitroethanone

N-[(2R,3S)-2-(2,5-difluorophenyl)tetrahydro-5-oxo-2H-pyran-3-yl]carbamic acid 1,1-dimethylethyl ester
951127-25-6

N-[(2R,3S)-2-(2,5-difluorophenyl)tetrahydro-5-oxo-2H-pyran-3-yl]carbamic acid 1,1-dimethylethyl ester

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: Heating
2: sodium tetrahydroborate
3: Chiralpak 1A / ethanol; hexane / Resolution of racemate
4: zinc; hydrogenchloride / water
5: ChiralCel AD
6: rhodium(III) chloride; sodium periodate
View Scheme
Multi-step reaction with 7 steps
1: Heating
2: sodium tetrahydroborate
3: 1,8-diazabicyclo[5.4.0]undec-7-ene / methanol
4: Chiralpak 1A / ethanol; hexane / Resolution of racemate
5: zinc; hydrogenchloride / water
6: ChiralCel AD
7: rhodium(III) chloride; sodium periodate
View Scheme
Multi-step reaction with 6 steps
1: caesium carbonate / N,N-dimethyl acetamide / 4 h / 25 - 30 °C
2: sodium tetrahydroborate / methanol / 1 h / 0 - 5 °C
3: hydrogenchloride; zinc / water; ethanol / 1 h / 0 °C
4: methanol / 15 h / 25 °C
5: sodium carbonate / water; acetonitrile / 2 h / 0 - 30 °C
6: sodium periodate; ruthenium(III) chloride trihydrate / water; acetonitrile; dichloromethane / 3 h / 25 °C
View Scheme
tert-butyl ((2R,3S)-2-(2,5-difluorophenyl)-3,4-dihydro-2H-pyran-3-yl)carbamate
1172623-98-1

tert-butyl ((2R,3S)-2-(2,5-difluorophenyl)-3,4-dihydro-2H-pyran-3-yl)carbamate

N-[(2R,3S)-2-(2,5-difluorophenyl)tetrahydro-5-oxo-2H-pyran-3-yl]carbamic acid 1,1-dimethylethyl ester
951127-25-6

N-[(2R,3S)-2-(2,5-difluorophenyl)tetrahydro-5-oxo-2H-pyran-3-yl]carbamic acid 1,1-dimethylethyl ester

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: dimethylsulfide borane complex / tert-butyl methyl ether / 2 h / 0 - 10 °C
1.2: 7 h / 0 - 20 °C
2.1: sodiumtetraborate tetrahydrate; acetic acid; RuC13•3H20 / acetonitrile; water / 7.5 h / 0 °C / Inert atmosphere
2.2: 5.5 h / 0 °C
View Scheme
Multi-step reaction with 2 steps
1.1: dimethylsulfide borane complex / tert-butyl methyl ether / 0 - 5 °C / Inert atmosphere
1.2: 15 - 25 °C / Inert atmosphere
2.1: acetic acid; ruthenium(III) chloride trihydrate; sodium bromate / water; acetonitrile / 0 - 2 °C / Inert atmosphere
View Scheme
Multi-step reaction with 2 steps
1.1: dimethylsulfide borane complex / tert-butyl methyl ether / 0 - 5 °C / Large scale
1.2: 0 - 20 °C / Large scale
2.1: acetic acid; ruthenium(III) chloride trihydrate; sodium bromate / water; acetonitrile / 15 h / 0 - 20 °C / Inert atmosphere; Large scale
View Scheme
tert-butyl ((2R,3S)-2-(2,5-difluorophenyl)-5-hydroxytetrahydro-2H-pyran-3-yl)carbamate
1172623-99-2

tert-butyl ((2R,3S)-2-(2,5-difluorophenyl)-5-hydroxytetrahydro-2H-pyran-3-yl)carbamate

isopropyl alcohol
67-63-0

isopropyl alcohol

N-[(2R,3S)-2-(2,5-difluorophenyl)tetrahydro-5-oxo-2H-pyran-3-yl]carbamic acid 1,1-dimethylethyl ester
951127-25-6

N-[(2R,3S)-2-(2,5-difluorophenyl)tetrahydro-5-oxo-2H-pyran-3-yl]carbamic acid 1,1-dimethylethyl ester

Conditions
ConditionsYield
Stage #1: tert-butyl [(2R,3S)-2-(2,5-difluorophenyl)-5-hydroxytetrahydro-2H-pyran-3-yl]carbamate With RuC13•3H20; sodiumtetraborate tetrahydrate; acetic acid In water; acetonitrile at 0℃; for 7.5h; Inert atmosphere;
Stage #2: isopropyl alcohol In water; acetonitrile at 0℃; for 5.5h;
(±)-tert-butyl (1-(methoxy(methyl)amino)-1-oxopent-4-yn-2-yl)carbamate
1172623-95-8

(±)-tert-butyl (1-(methoxy(methyl)amino)-1-oxopent-4-yn-2-yl)carbamate

N-[(2R,3S)-2-(2,5-difluorophenyl)tetrahydro-5-oxo-2H-pyran-3-yl]carbamic acid 1,1-dimethylethyl ester
951127-25-6

N-[(2R,3S)-2-(2,5-difluorophenyl)tetrahydro-5-oxo-2H-pyran-3-yl]carbamic acid 1,1-dimethylethyl ester

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: isopropylmagnesium chloride / dichloromethane; tetrahydrofuran / 3 h
1.2: 12 h / -20 - 20 °C
2.1: 1,4-diaza-bicyclo[2.2.2]octane; Noyori's catalyst; formic acid / tert-butyl methyl ether; tetrahydrofuran / 45 °C / Inert atmosphere
3.1: tert-butylammonium hexafluorophosphate(V); sodium hydrogencarbonate; chloro(cyclopentadienyl)bis(triphenylphosphine)ruthenium (II); triphenylphosphine / tert-butyl methyl ether; N,N-dimethyl-formamide / 75 - 85 °C / Inert atmosphere
4.1: dimethylsulfide borane complex / tert-butyl methyl ether / 2 h / 0 - 10 °C
4.2: 7 h / 0 - 20 °C
5.1: sodiumtetraborate tetrahydrate; acetic acid; RuC13•3H20 / acetonitrile; water / 7.5 h / 0 °C / Inert atmosphere
5.2: 5.5 h / 0 °C
View Scheme
Multi-step reaction with 5 steps
1.1: TurboGrignard / tetrahydrofuran; toluene / 2.5 h / -10 - -5 °C / Inert atmosphere
1.2: 2.5 h / -10 - 20 °C / Inert atmosphere
2.1: 1,4-diaza-bicyclo[2.2.2]octane; formic acid; [(R,R)-N-(2-amino-1,2-diphenylethyl)pentafluorobenzenesulfonamide]chloride(p-cymene)ruthenium (II) / tetrahydrofuran / Inert atmosphere
3.1: tert-butylammonium hexafluorophosphate(V); 1-hydroxy-pyrrolidine-2,5-dione; sodium hydrogencarbonate; chlorocyclopentadienylbis(triphenylphosphine)ruthenium(II) ethanol; triphenylphosphine / N,N-dimethyl-formamide; n-heptane / 16 h / 80 °C / Inert atmosphere
4.1: dimethylsulfide borane complex / tert-butyl methyl ether / 0 - 5 °C / Inert atmosphere
4.2: 15 - 25 °C / Inert atmosphere
5.1: acetic acid; ruthenium(III) chloride trihydrate; sodium bromate / water; acetonitrile / 0 - 2 °C / Inert atmosphere
View Scheme
Multi-step reaction with 5 steps
1.1: TurboGrignard / tetrahydrofuran; toluene / 2.5 h / -10 - -5 °C / Inert atmosphere
1.2: 2.5 h / -10 - 20 °C / Inert atmosphere
2.1: 1,4-diaza-bicyclo[2.2.2]octane; ((R,R)-Ts-DENEB)RuCl; formic acid / tetrahydrofuran / 10 - 35 °C / Inert atmosphere
3.1: tert-butylammonium hexafluorophosphate(V); 1-hydroxy-pyrrolidine-2,5-dione; sodium hydrogencarbonate; chlorocyclopentadienylbis(triphenylphosphine)ruthenium(II) ethanol; triphenylphosphine / N,N-dimethyl-formamide; n-heptane / 16 h / 80 °C / Inert atmosphere
4.1: dimethylsulfide borane complex / tert-butyl methyl ether / 0 - 5 °C / Inert atmosphere
4.2: 15 - 25 °C / Inert atmosphere
5.1: acetic acid; ruthenium(III) chloride trihydrate; sodium bromate / water; acetonitrile / 0 - 2 °C / Inert atmosphere
View Scheme
(±)-tert-butyl (1-(2,5-difluorophenyl)-1-oxopent-4-yn-2-yl)carbamate
1172623-96-9

(±)-tert-butyl (1-(2,5-difluorophenyl)-1-oxopent-4-yn-2-yl)carbamate

N-[(2R,3S)-2-(2,5-difluorophenyl)tetrahydro-5-oxo-2H-pyran-3-yl]carbamic acid 1,1-dimethylethyl ester
951127-25-6

N-[(2R,3S)-2-(2,5-difluorophenyl)tetrahydro-5-oxo-2H-pyran-3-yl]carbamic acid 1,1-dimethylethyl ester

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: 1,4-diaza-bicyclo[2.2.2]octane; Noyori's catalyst; formic acid / tert-butyl methyl ether; tetrahydrofuran / 45 °C / Inert atmosphere
2.1: tert-butylammonium hexafluorophosphate(V); sodium hydrogencarbonate; chloro(cyclopentadienyl)bis(triphenylphosphine)ruthenium (II); triphenylphosphine / tert-butyl methyl ether; N,N-dimethyl-formamide / 75 - 85 °C / Inert atmosphere
3.1: dimethylsulfide borane complex / tert-butyl methyl ether / 2 h / 0 - 10 °C
3.2: 7 h / 0 - 20 °C
4.1: sodiumtetraborate tetrahydrate; acetic acid; RuC13•3H20 / acetonitrile; water / 7.5 h / 0 °C / Inert atmosphere
4.2: 5.5 h / 0 °C
View Scheme
Multi-step reaction with 4 steps
1.1: 1,4-diaza-bicyclo[2.2.2]octane; formic acid; [(R,R)-N-(2-amino-1,2-diphenylethyl)pentafluorobenzenesulfonamide]chloride(p-cymene)ruthenium (II) / tetrahydrofuran / Inert atmosphere
2.1: tert-butylammonium hexafluorophosphate(V); 1-hydroxy-pyrrolidine-2,5-dione; sodium hydrogencarbonate; chlorocyclopentadienylbis(triphenylphosphine)ruthenium(II) ethanol; triphenylphosphine / N,N-dimethyl-formamide; n-heptane / 16 h / 80 °C / Inert atmosphere
3.1: dimethylsulfide borane complex / tert-butyl methyl ether / 0 - 5 °C / Inert atmosphere
3.2: 15 - 25 °C / Inert atmosphere
4.1: acetic acid; ruthenium(III) chloride trihydrate; sodium bromate / water; acetonitrile / 0 - 2 °C / Inert atmosphere
View Scheme
Multi-step reaction with 4 steps
1.1: 1,4-diaza-bicyclo[2.2.2]octane; ((R,R)-Ts-DENEB)RuCl; formic acid / tetrahydrofuran / 10 - 35 °C / Inert atmosphere
2.1: tert-butylammonium hexafluorophosphate(V); 1-hydroxy-pyrrolidine-2,5-dione; sodium hydrogencarbonate; chlorocyclopentadienylbis(triphenylphosphine)ruthenium(II) ethanol; triphenylphosphine / N,N-dimethyl-formamide; n-heptane / 16 h / 80 °C / Inert atmosphere
3.1: dimethylsulfide borane complex / tert-butyl methyl ether / 0 - 5 °C / Inert atmosphere
3.2: 15 - 25 °C / Inert atmosphere
4.1: acetic acid; ruthenium(III) chloride trihydrate; sodium bromate / water; acetonitrile / 0 - 2 °C / Inert atmosphere
View Scheme
tert-butyl [(1S,2S)-1-(2,5-difluorophenyl)-1-hydroxypent-4-yn-2-yl]carbamate

tert-butyl [(1S,2S)-1-(2,5-difluorophenyl)-1-hydroxypent-4-yn-2-yl]carbamate

N-[(2R,3S)-2-(2,5-difluorophenyl)tetrahydro-5-oxo-2H-pyran-3-yl]carbamic acid 1,1-dimethylethyl ester
951127-25-6

N-[(2R,3S)-2-(2,5-difluorophenyl)tetrahydro-5-oxo-2H-pyran-3-yl]carbamic acid 1,1-dimethylethyl ester

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: tert-butylammonium hexafluorophosphate(V); sodium hydrogencarbonate; chloro(cyclopentadienyl)bis(triphenylphosphine)ruthenium (II); triphenylphosphine / tert-butyl methyl ether; N,N-dimethyl-formamide / 75 - 85 °C / Inert atmosphere
2.1: dimethylsulfide borane complex / tert-butyl methyl ether / 2 h / 0 - 10 °C
2.2: 7 h / 0 - 20 °C
3.1: sodiumtetraborate tetrahydrate; acetic acid; RuC13•3H20 / acetonitrile; water / 7.5 h / 0 °C / Inert atmosphere
3.2: 5.5 h / 0 °C
View Scheme
Multi-step reaction with 3 steps
1.1: 1-hydroxy-pyrrolidine-2,5-dione; tert-butylammonium hexafluorophosphate(V); sodium hydrogencarbonate / N,N-dimethyl-formamide / Inert atmosphere; Large scale
1.2: 75 - 85 °C / Inert atmosphere; Large scale
2.1: dimethylsulfide borane complex / tert-butyl methyl ether / 0 - 5 °C / Large scale
2.2: 0 - 20 °C / Large scale
3.1: acetic acid; ruthenium(III) chloride trihydrate; sodium bromate / water; acetonitrile / 15 h / 0 - 20 °C / Inert atmosphere; Large scale
View Scheme
trans-2-(2,5-difluorophenyl)-5-methylidene-3-nitrotetrahydro-2H-pyran

trans-2-(2,5-difluorophenyl)-5-methylidene-3-nitrotetrahydro-2H-pyran

N-[(2R,3S)-2-(2,5-difluorophenyl)tetrahydro-5-oxo-2H-pyran-3-yl]carbamic acid 1,1-dimethylethyl ester
951127-25-6

N-[(2R,3S)-2-(2,5-difluorophenyl)tetrahydro-5-oxo-2H-pyran-3-yl]carbamic acid 1,1-dimethylethyl ester

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: hydrogenchloride; zinc / water; ethanol / 1 h / 0 °C
2: methanol / 15 h / 25 °C
3: sodium carbonate / water; acetonitrile / 2 h / 0 - 30 °C
4: sodium periodate; ruthenium(III) chloride trihydrate / water; acetonitrile; dichloromethane / 3 h / 25 °C
View Scheme
Multi-step reaction with 5 steps
1.1: ChiralCel OD / Resolution of racemate
2.1: zinc; hydrogenchloride / ethanol; water / 3 h
3.1: dichloromethane / 20 °C
4.1: osmium(VIII) oxide / acetone; quinoline; tert-butyl alcohol / 0.17 h / 20 °C
4.2: 48 h / 20 °C
5.1: sodium periodate / tetrahydrofuran; water / 4 h
View Scheme
2-(2,5-difluorophenyl)-5-methylidene-3-nitrotetrahydro-2H-pyran

2-(2,5-difluorophenyl)-5-methylidene-3-nitrotetrahydro-2H-pyran

N-[(2R,3S)-2-(2,5-difluorophenyl)tetrahydro-5-oxo-2H-pyran-3-yl]carbamic acid 1,1-dimethylethyl ester
951127-25-6

N-[(2R,3S)-2-(2,5-difluorophenyl)tetrahydro-5-oxo-2H-pyran-3-yl]carbamic acid 1,1-dimethylethyl ester

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: isopropyl alcohol / 90 °C
2: hydrogenchloride; zinc / water; ethanol / 1 h / 0 °C
3: methanol / 15 h / 25 °C
4: sodium carbonate / water; acetonitrile / 2 h / 0 - 30 °C
5: sodium periodate; ruthenium(III) chloride trihydrate / water; acetonitrile; dichloromethane / 3 h / 25 °C
View Scheme
Multi-step reaction with 5 steps
1.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / tetrahydrofuran / 0.5 h / 20 °C
2.1: zinc; hydrogenchloride / water; ethanol / 3 h
3.1: dichloromethane / 20 °C
4.1: osmium(VIII) oxide / water; acetone; tert-butyl alcohol / 0.17 h / 20 °C
4.2: 48 h / 20 °C
5.1: sodium iodate / water; tetrahydrofuran / 4 h
View Scheme
Multi-step reaction with 5 steps
1.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / tetrahydrofuran / 0.5 h / 20 °C
2.1: zinc; hydrogenchloride / water; ethanol / 3 h
3.1: dichloromethane / 20 °C
4.1: osmium(VIII) oxide / water; acetone; tert-butyl alcohol / 0.17 h / 20 °C
4.2: 48 h / 20 °C
5.1: sodium periodate / water; tetrahydrofuran / 4 h
View Scheme
trans-2-(2,5-difluorophenyl)-5-methylenetetrahydro-2H-pyran-3-amine

trans-2-(2,5-difluorophenyl)-5-methylenetetrahydro-2H-pyran-3-amine

N-[(2R,3S)-2-(2,5-difluorophenyl)tetrahydro-5-oxo-2H-pyran-3-yl]carbamic acid 1,1-dimethylethyl ester
951127-25-6

N-[(2R,3S)-2-(2,5-difluorophenyl)tetrahydro-5-oxo-2H-pyran-3-yl]carbamic acid 1,1-dimethylethyl ester

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: methanol / 15 h / 25 °C
2: sodium carbonate / water; acetonitrile / 2 h / 0 - 30 °C
3: sodium periodate; ruthenium(III) chloride trihydrate / water; acetonitrile; dichloromethane / 3 h / 25 °C
View Scheme
(2R,3S)-2-(2,5-difluorophenyl)-5-methylenetetrahydro-2H-pyran-3-amine tartrate

(2R,3S)-2-(2,5-difluorophenyl)-5-methylenetetrahydro-2H-pyran-3-amine tartrate

N-[(2R,3S)-2-(2,5-difluorophenyl)tetrahydro-5-oxo-2H-pyran-3-yl]carbamic acid 1,1-dimethylethyl ester
951127-25-6

N-[(2R,3S)-2-(2,5-difluorophenyl)tetrahydro-5-oxo-2H-pyran-3-yl]carbamic acid 1,1-dimethylethyl ester

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sodium carbonate / water; acetonitrile / 2 h / 0 - 30 °C
2: sodium periodate; ruthenium(III) chloride trihydrate / water; acetonitrile; dichloromethane / 3 h / 25 °C
View Scheme
2,5-difluorobenzaldehyde
2646-90-4

2,5-difluorobenzaldehyde

N-[(2R,3S)-2-(2,5-difluorophenyl)tetrahydro-5-oxo-2H-pyran-3-yl]carbamic acid 1,1-dimethylethyl ester
951127-25-6

N-[(2R,3S)-2-(2,5-difluorophenyl)tetrahydro-5-oxo-2H-pyran-3-yl]carbamic acid 1,1-dimethylethyl ester

Conditions
ConditionsYield
Multi-step reaction with 8 steps
1: sodium hydroxide / methanol; water / 0.5 h / 0 °C
2: Jones reagent / acetone / 0 - 10 °C
3: caesium carbonate / N,N-dimethyl acetamide / 4 h / 25 - 30 °C
4: sodium tetrahydroborate / methanol / 1 h / 0 - 5 °C
5: hydrogenchloride; zinc / water; ethanol / 1 h / 0 °C
6: methanol / 15 h / 25 °C
7: sodium carbonate / water; acetonitrile / 2 h / 0 - 30 °C
8: sodium periodate; ruthenium(III) chloride trihydrate / water; acetonitrile; dichloromethane / 3 h / 25 °C
View Scheme
Multi-step reaction with 8 steps
1: sodium hydroxide / methanol / 1 h / 5 °C
2: Dess-Martin periodane / dichloromethane / 2.5 h / 10 °C
3: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 2 h / 60 °C
4: silica gel; sodium tetrahydroborate / chloroform; isopropyl alcohol / 2 h / 20 °C
5: zinc; acetic acid / ethanol / 1 h
6: dichloromethane / 20 h / 20 °C
7: Chiralpak IA / Resolution of racemate
8: sodium periodate; osmium(VIII) oxide / 1,4-dioxane; water / 2 h / 0 °C
View Scheme
Multi-step reaction with 10 steps
1.1: sodium hydroxide / methanol / 5 °C
2.1: Dess-Martin periodane / dichloromethane / 24.5 h / 10 °C
3.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 2 h / 20 °C
4.1: silica gel; sodium tetrahydroborate / chloroform; isopropyl alcohol / 20 °C
5.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / tetrahydrofuran / 0.5 h / 20 °C
6.1: ChiralCel OD / Resolution of racemate
7.1: zinc; hydrogenchloride / ethanol; water / 3 h
8.1: dichloromethane / 20 °C
9.1: tert-butyl alcohol; osmium(VIII) oxide / acetone; water; tert-butyl alcohol / 0.17 h / 20 °C
9.2: 48 h / 20 °C
10.1: sodium periodate / tetrahydrofuran; water / 4 h
View Scheme
1-(2,5-difluorophenyl)-2-nitroethanol
951127-26-7

1-(2,5-difluorophenyl)-2-nitroethanol

N-[(2R,3S)-2-(2,5-difluorophenyl)tetrahydro-5-oxo-2H-pyran-3-yl]carbamic acid 1,1-dimethylethyl ester
951127-25-6

N-[(2R,3S)-2-(2,5-difluorophenyl)tetrahydro-5-oxo-2H-pyran-3-yl]carbamic acid 1,1-dimethylethyl ester

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1: Jones reagent / acetone / 0 - 10 °C
2: caesium carbonate / N,N-dimethyl acetamide / 4 h / 25 - 30 °C
3: sodium tetrahydroborate / methanol / 1 h / 0 - 5 °C
4: hydrogenchloride; zinc / water; ethanol / 1 h / 0 °C
5: methanol / 15 h / 25 °C
6: sodium carbonate / water; acetonitrile / 2 h / 0 - 30 °C
7: sodium periodate; ruthenium(III) chloride trihydrate / water; acetonitrile; dichloromethane / 3 h / 25 °C
View Scheme
Multi-step reaction with 7 steps
1: Dess-Martin periodane / dichloromethane / 2.5 h / 10 °C
2: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 2 h / 60 °C
3: silica gel; sodium tetrahydroborate / chloroform; isopropyl alcohol / 2 h / 20 °C
4: zinc; acetic acid / ethanol / 1 h
5: dichloromethane / 20 h / 20 °C
6: Chiralpak IA / Resolution of racemate
7: sodium periodate; osmium(VIII) oxide / 1,4-dioxane; water / 2 h / 0 °C
View Scheme
Multi-step reaction with 8 steps
1.1: Dess-Martin periodane / dichloromethane / 24.5 h / 10 °C
2.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 2 h / 20 °C
3.1: silica gel; sodium tetrahydroborate / chloroform; isopropyl alcohol / 20 °C
4.1: ChiralCel OD / Resolution of racemate
5.1: zinc; hydrogenchloride / ethanol; water / 3 h
6.1: dichloromethane / 20 °C
7.1: tert-butyl alcohol; osmium(VIII) oxide / acetone; water; tert-butyl alcohol / 0.17 h / 20 °C
7.2: 48 h / 20 °C
8.1: sodium periodate / tetrahydrofuran; water / 4 h
View Scheme
C12H13F2NO

C12H13F2NO

N-[(2R,3S)-2-(2,5-difluorophenyl)tetrahydro-5-oxo-2H-pyran-3-yl]carbamic acid 1,1-dimethylethyl ester
951127-25-6

N-[(2R,3S)-2-(2,5-difluorophenyl)tetrahydro-5-oxo-2H-pyran-3-yl]carbamic acid 1,1-dimethylethyl ester

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: dichloromethane / 20 h / 20 °C
2: Chiralpak IA / Resolution of racemate
3: sodium periodate; osmium(VIII) oxide / 1,4-dioxane; water / 2 h / 0 °C
View Scheme
((2R)-2-(2,5-difluorophenyl)-3,4-dihydro-2H-pyran-3-yl)carbamate

((2R)-2-(2,5-difluorophenyl)-3,4-dihydro-2H-pyran-3-yl)carbamate

N-[(2R,3S)-2-(2,5-difluorophenyl)tetrahydro-5-oxo-2H-pyran-3-yl]carbamic acid 1,1-dimethylethyl ester
951127-25-6

N-[(2R,3S)-2-(2,5-difluorophenyl)tetrahydro-5-oxo-2H-pyran-3-yl]carbamic acid 1,1-dimethylethyl ester

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: dimethylsulfide borane complex / tert-butyl methyl ether; toluene / 3 h / -7 - 15 °C
2.1: acetic acid; ruthenium trichloride; sodium bromate / water; acetonitrile / 0 °C
2.2: 5 h / 0 °C
View Scheme
D,L-propargylglycine
50428-03-0

D,L-propargylglycine

N-[(2R,3S)-2-(2,5-difluorophenyl)tetrahydro-5-oxo-2H-pyran-3-yl]carbamic acid 1,1-dimethylethyl ester
951127-25-6

N-[(2R,3S)-2-(2,5-difluorophenyl)tetrahydro-5-oxo-2H-pyran-3-yl]carbamic acid 1,1-dimethylethyl ester

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1.1: sodium hydroxide / tert-butyl methyl ether; water / 4 h / 20 °C / Inert atmosphere
2.1: 1,1'-carbonyldiimidazole / N,N-dimethyl-formamide / 15 - 25 °C / Inert atmosphere
2.2: 20 - 25 °C / Inert atmosphere
3.1: TurboGrignard / tetrahydrofuran; toluene / 2.5 h / -10 - -5 °C / Inert atmosphere
3.2: 2.5 h / -10 - 20 °C / Inert atmosphere
4.1: 1,4-diaza-bicyclo[2.2.2]octane; formic acid; [(R,R)-N-(2-amino-1,2-diphenylethyl)pentafluorobenzenesulfonamide]chloride(p-cymene)ruthenium (II) / tetrahydrofuran / Inert atmosphere
5.1: tert-butylammonium hexafluorophosphate(V); 1-hydroxy-pyrrolidine-2,5-dione; sodium hydrogencarbonate; chlorocyclopentadienylbis(triphenylphosphine)ruthenium(II) ethanol; triphenylphosphine / N,N-dimethyl-formamide; n-heptane / 16 h / 80 °C / Inert atmosphere
6.1: dimethylsulfide borane complex / tert-butyl methyl ether / 0 - 5 °C / Inert atmosphere
6.2: 15 - 25 °C / Inert atmosphere
7.1: acetic acid; ruthenium(III) chloride trihydrate; sodium bromate / water; acetonitrile / 0 - 2 °C / Inert atmosphere
View Scheme
Multi-step reaction with 7 steps
1.1: sodium hydroxide / tert-butyl methyl ether; water / 4 h / 20 °C / Inert atmosphere
2.1: 1,1'-carbonyldiimidazole / N,N-dimethyl-formamide / 15 - 25 °C / Inert atmosphere
2.2: 20 - 25 °C / Inert atmosphere
3.1: TurboGrignard / tetrahydrofuran; toluene / 2.5 h / -10 - -5 °C / Inert atmosphere
3.2: 2.5 h / -10 - 20 °C / Inert atmosphere
4.1: 1,4-diaza-bicyclo[2.2.2]octane; ((R,R)-Ts-DENEB)RuCl; formic acid / tetrahydrofuran / 10 - 35 °C / Inert atmosphere
5.1: tert-butylammonium hexafluorophosphate(V); 1-hydroxy-pyrrolidine-2,5-dione; sodium hydrogencarbonate; chlorocyclopentadienylbis(triphenylphosphine)ruthenium(II) ethanol; triphenylphosphine / N,N-dimethyl-formamide; n-heptane / 16 h / 80 °C / Inert atmosphere
6.1: dimethylsulfide borane complex / tert-butyl methyl ether / 0 - 5 °C / Inert atmosphere
6.2: 15 - 25 °C / Inert atmosphere
7.1: acetic acid; ruthenium(III) chloride trihydrate; sodium bromate / water; acetonitrile / 0 - 2 °C / Inert atmosphere
View Scheme
N-[(2R,3S)-2-(2,5-difluorophenyl)tetrahydro-5-oxo-2H-pyran-3-yl]carbamic acid 1,1-dimethylethyl ester
951127-25-6

N-[(2R,3S)-2-(2,5-difluorophenyl)tetrahydro-5-oxo-2H-pyran-3-yl]carbamic acid 1,1-dimethylethyl ester

ethyl (S)-1-(methylsulfonyl)-1,4,5,6-tetrahydropyrrolo[3,4-c]pyrazole-4-carboxylate

ethyl (S)-1-(methylsulfonyl)-1,4,5,6-tetrahydropyrrolo[3,4-c]pyrazole-4-carboxylate

ethyl (S)-5-((3R,5S,6R)-5-(tert-butoxycarbonyl)amino-6-(2,5-difluorophenyl)-tetrahydro-2H-pyran-3-yl)-1-(methylsulfonyl)-1,4,5,6-tetrahydropyrrolo[3,4-c]pyrazole-4-carboxylate

ethyl (S)-5-((3R,5S,6R)-5-(tert-butoxycarbonyl)amino-6-(2,5-difluorophenyl)-tetrahydro-2H-pyran-3-yl)-1-(methylsulfonyl)-1,4,5,6-tetrahydropyrrolo[3,4-c]pyrazole-4-carboxylate

Conditions
ConditionsYield
Stage #1: N-[(2R,3S)-2-(2,5-difluorophenyl)tetrahydro-5-oxo-2H-pyran-3-yl]carbamic acid 1,1-dimethylethyl ester; ethyl (S)-1-(methylsulfonyl)-1,4,5,6-tetrahydropyrrolo[3,4-c]pyrazole-4-carboxylate With benzenesulfonic acid In N,N-dimethyl acetamide at 20℃; for 1h;
Stage #2: With sodium tris(acetoxy)borohydride In N,N-dimethyl acetamide at 20℃; for 16h;
100%
N-[(2R,3S)-2-(2,5-difluorophenyl)tetrahydro-5-oxo-2H-pyran-3-yl]carbamic acid 1,1-dimethylethyl ester
951127-25-6

N-[(2R,3S)-2-(2,5-difluorophenyl)tetrahydro-5-oxo-2H-pyran-3-yl]carbamic acid 1,1-dimethylethyl ester

8-methoxy-5-methanesulfonyl-1,2,3,4-tetrahydropyrido[4,3-b]indole

8-methoxy-5-methanesulfonyl-1,2,3,4-tetrahydropyrido[4,3-b]indole

N-[(2R,3S,5R)-2-(2,5-difluorophenyl)-5-(8-methoxy-5-methanesulfonyl-3,4-dihydro-1H-pyrido[4,3-b]indol-2-yl)tetrahydropyran-3-yl]carbamic acid tert-butyl ester

N-[(2R,3S,5R)-2-(2,5-difluorophenyl)-5-(8-methoxy-5-methanesulfonyl-3,4-dihydro-1H-pyrido[4,3-b]indol-2-yl)tetrahydropyran-3-yl]carbamic acid tert-butyl ester

Conditions
ConditionsYield
With sodium tris(acetoxy)borohydride In N,N-dimethyl acetamide at 0 - 20℃; for 8h; Inert atmosphere;99%
N-[(2R,3S)-2-(2,5-difluorophenyl)tetrahydro-5-oxo-2H-pyran-3-yl]carbamic acid 1,1-dimethylethyl ester
951127-25-6

N-[(2R,3S)-2-(2,5-difluorophenyl)tetrahydro-5-oxo-2H-pyran-3-yl]carbamic acid 1,1-dimethylethyl ester

4-methoxy-aniline
104-94-9

4-methoxy-aniline

C18H20F2N2O2

C18H20F2N2O2

Conditions
ConditionsYield
Stage #1: N-[(2R,3S)-2-(2,5-difluorophenyl)tetrahydro-5-oxo-2H-pyran-3-yl]carbamic acid 1,1-dimethylethyl ester; 4-methoxy-aniline In trifluoroacetic acid at 0℃; for 1h;
Stage #2: With N,N-dimethyl acetamide; sodium tris(acetoxy)borohydride at 0 - 2℃; for 5h; pH=9;
98%
N-[(2R,3S)-2-(2,5-difluorophenyl)tetrahydro-5-oxo-2H-pyran-3-yl]carbamic acid 1,1-dimethylethyl ester
951127-25-6

N-[(2R,3S)-2-(2,5-difluorophenyl)tetrahydro-5-oxo-2H-pyran-3-yl]carbamic acid 1,1-dimethylethyl ester

t-butoxycarbonylhydrazine
870-46-2

t-butoxycarbonylhydrazine

tert-butyl N-[[(5S,6R)-5-(tert-butoxycarbonylamino)-6-(2,5-difluorophenyl)tetrahydropyran-3-yl]amino]carbamate

tert-butyl N-[[(5S,6R)-5-(tert-butoxycarbonylamino)-6-(2,5-difluorophenyl)tetrahydropyran-3-yl]amino]carbamate

Conditions
ConditionsYield
Stage #1: N-[(2R,3S)-2-(2,5-difluorophenyl)tetrahydro-5-oxo-2H-pyran-3-yl]carbamic acid 1,1-dimethylethyl ester; t-butoxycarbonylhydrazine With sodium cyanoborohydride at 25℃; for 0.166667h;
Stage #2: With sodium cyanoborohydride at 25℃; for 16h;
94.9%
N-[(2R,3S)-2-(2,5-difluorophenyl)tetrahydro-5-oxo-2H-pyran-3-yl]carbamic acid 1,1-dimethylethyl ester
951127-25-6

N-[(2R,3S)-2-(2,5-difluorophenyl)tetrahydro-5-oxo-2H-pyran-3-yl]carbamic acid 1,1-dimethylethyl ester

2-(methylsulfonyl)-2,4,5,6-tetrahydropyrrolo[3,4-c]pyrazol-5-ium benzenesulfonate
1280210-80-1

2-(methylsulfonyl)-2,4,5,6-tetrahydropyrrolo[3,4-c]pyrazol-5-ium benzenesulfonate

tert-butyl ((2R,3S,5R)-2-(2,5-difluorophenyl)-5-(2-(methylsulfonyl)-2,6-dihydropyrrolo[3,4-c]pyrazol-5(4H)-yl)tetrahydro-2H-pyran-3-yl)carbamate
1226781-87-8

tert-butyl ((2R,3S,5R)-2-(2,5-difluorophenyl)-5-(2-(methylsulfonyl)-2,6-dihydropyrrolo[3,4-c]pyrazol-5(4H)-yl)tetrahydro-2H-pyran-3-yl)carbamate

Conditions
ConditionsYield
With sodium tris(acetoxy)borohydride In N,N-dimethyl acetamide at -10℃; for 2h;94%
With sodium tris(acetoxy)borohydride; acetic acid In N,N-dimethyl acetamide at -15℃; Reagent/catalyst;93.2%
With sodium tris(acetoxy)borohydride; orthoformic acid triethyl ester In N,N-dimethyl acetamide at 5 - 50℃; for 12h; Solvent; Temperature; Inert atmosphere; Large scale;82.5%
With sodium tris(acetoxy)borohydride In N,N-dimethyl acetamide at 0 - 20℃; for 7.66667h; Large scale;
With sodium tris(acetoxy)borohydride In N,N-dimethyl acetamide at 0 - 20℃; for 7.66667h; Large scale;
N-[(2R,3S)-2-(2,5-difluorophenyl)tetrahydro-5-oxo-2H-pyran-3-yl]carbamic acid 1,1-dimethylethyl ester
951127-25-6

N-[(2R,3S)-2-(2,5-difluorophenyl)tetrahydro-5-oxo-2H-pyran-3-yl]carbamic acid 1,1-dimethylethyl ester

3-bromo-6,7-dihydro-5H-pyrrolo[3,4-b]pyridine hydrochloride

3-bromo-6,7-dihydro-5H-pyrrolo[3,4-b]pyridine hydrochloride

tert-butyl N-[(2R,3S,5R)-5-(3-bromo-5,7-dihydropyrrolo[3,4-b]pyridin-6-yl)-2-(2,5-difluorophenyl)tetrahydropyran-3-yl]carbamate

tert-butyl N-[(2R,3S,5R)-5-(3-bromo-5,7-dihydropyrrolo[3,4-b]pyridin-6-yl)-2-(2,5-difluorophenyl)tetrahydropyran-3-yl]carbamate

Conditions
ConditionsYield
Stage #1: N-[(2R,3S)-2-(2,5-difluorophenyl)tetrahydro-5-oxo-2H-pyran-3-yl]carbamic acid 1,1-dimethylethyl ester; 3-bromo-6,7-dihydro-5H-pyrrolo[3,4-b]pyridine hydrochloride With N,N`-dimethylethylenediamine In N,N-dimethyl acetamide at 20℃; for 0.25h;
Stage #2: With acetic acid In N,N-dimethyl acetamide for 0.25h;
Stage #3: With sodium tris(acetoxy)borohydride In N,N-dimethyl acetamide at -10 - 20℃;
93.82%
N-[(2R,3S)-2-(2,5-difluorophenyl)tetrahydro-5-oxo-2H-pyran-3-yl]carbamic acid 1,1-dimethylethyl ester
951127-25-6

N-[(2R,3S)-2-(2,5-difluorophenyl)tetrahydro-5-oxo-2H-pyran-3-yl]carbamic acid 1,1-dimethylethyl ester

C7H8O3S*C10H11N3O2S2

C7H8O3S*C10H11N3O2S2

C26H30F2N4O5S2

C26H30F2N4O5S2

Conditions
ConditionsYield
Stage #1: N-[(2R,3S)-2-(2,5-difluorophenyl)tetrahydro-5-oxo-2H-pyran-3-yl]carbamic acid 1,1-dimethylethyl ester; C7H8O3S*C10H11N3O2S2 In N,N-dimethyl acetamide at 20℃; for 0.166667h;
Stage #2: With sodium tris(acetoxy)borohydride at 0 - 20℃; for 12h; Inert atmosphere;
92%
pyrrolidin-3-ol
40499-83-0

pyrrolidin-3-ol

N-[(2R,3S)-2-(2,5-difluorophenyl)tetrahydro-5-oxo-2H-pyran-3-yl]carbamic acid 1,1-dimethylethyl ester
951127-25-6

N-[(2R,3S)-2-(2,5-difluorophenyl)tetrahydro-5-oxo-2H-pyran-3-yl]carbamic acid 1,1-dimethylethyl ester

C20H28F2N2O4

C20H28F2N2O4

Conditions
ConditionsYield
Stage #1: pyrrolidin-3-ol; N-[(2R,3S)-2-(2,5-difluorophenyl)tetrahydro-5-oxo-2H-pyran-3-yl]carbamic acid 1,1-dimethylethyl ester In methanol at 20℃; for 1h;
Stage #2: With nido-decaborane In methanol at 20℃;
90%
N-[(2R,3S)-2-(2,5-difluorophenyl)tetrahydro-5-oxo-2H-pyran-3-yl]carbamic acid 1,1-dimethylethyl ester
951127-25-6

N-[(2R,3S)-2-(2,5-difluorophenyl)tetrahydro-5-oxo-2H-pyran-3-yl]carbamic acid 1,1-dimethylethyl ester

1,4,5,6-tetrahydropyrrolo[3,4-c]pyrazole bis(toluenesulfonate)

1,4,5,6-tetrahydropyrrolo[3,4-c]pyrazole bis(toluenesulfonate)

tert-butyl ((2R,3S,5R)-2-(2,5-difluorophenyl)-5-(pyrrolo[3,4-c]-pyrazol-5(1H,4H,6H)-yl)tetrahydro-2H-pyran-3-yl)carbamate

tert-butyl ((2R,3S,5R)-2-(2,5-difluorophenyl)-5-(pyrrolo[3,4-c]-pyrazol-5(1H,4H,6H)-yl)tetrahydro-2H-pyran-3-yl)carbamate

Conditions
ConditionsYield
With sodium tris(acetoxy)borohydride; acetic acid; triethylamine In N,N-dimethyl acetamide at 20℃; for 2.5h;88%
N-[(2R,3S)-2-(2,5-difluorophenyl)tetrahydro-5-oxo-2H-pyran-3-yl]carbamic acid 1,1-dimethylethyl ester
951127-25-6

N-[(2R,3S)-2-(2,5-difluorophenyl)tetrahydro-5-oxo-2H-pyran-3-yl]carbamic acid 1,1-dimethylethyl ester

1-ethyl-1,4,5,6-tetrahydropyrrolo[3,4-d]imidazole-2-carbonitrile benzenesulfonate

1-ethyl-1,4,5,6-tetrahydropyrrolo[3,4-d]imidazole-2-carbonitrile benzenesulfonate

tert-butyl ((2R,3S,5R)-5-(2-cyano-1-ethylpyrrolo[3,4-d]imidazol-5(1H,4H,6H)-yl)-2-(2,5-difluorophenyl)tetrahydro-2H-pyran-3-yl)carbamate

tert-butyl ((2R,3S,5R)-5-(2-cyano-1-ethylpyrrolo[3,4-d]imidazol-5(1H,4H,6H)-yl)-2-(2,5-difluorophenyl)tetrahydro-2H-pyran-3-yl)carbamate

Conditions
ConditionsYield
Stage #1: N-[(2R,3S)-2-(2,5-difluorophenyl)tetrahydro-5-oxo-2H-pyran-3-yl]carbamic acid 1,1-dimethylethyl ester; 1-ethyl-1,4,5,6-tetrahydropyrrolo[3,4-d]imidazole-2-carbonitrile benzenesulfonate In N,N-dimethyl acetamide at 20℃; for 1h;
Stage #2: With sodium tris(acetoxy)borohydride In N,N-dimethyl acetamide at 0 - 20℃; for 2h;
87%
N-[(2R,3S)-2-(2,5-difluorophenyl)tetrahydro-5-oxo-2H-pyran-3-yl]carbamic acid 1,1-dimethylethyl ester
951127-25-6

N-[(2R,3S)-2-(2,5-difluorophenyl)tetrahydro-5-oxo-2H-pyran-3-yl]carbamic acid 1,1-dimethylethyl ester

ethane-1,2-dithiol
540-63-6

ethane-1,2-dithiol

tert-butyl ((8R,9S)-8-(2,5-difluorophenyl)-7-oxa-1,4-dithiaspiro[4.5]decan-9-yl)carbamate

tert-butyl ((8R,9S)-8-(2,5-difluorophenyl)-7-oxa-1,4-dithiaspiro[4.5]decan-9-yl)carbamate

Conditions
ConditionsYield
With boron trifluoride diethyl etherate In dichloromethane at 20℃; for 1h; Inert atmosphere; Sealed tube;86%
N-[(2R,3S)-2-(2,5-difluorophenyl)tetrahydro-5-oxo-2H-pyran-3-yl]carbamic acid 1,1-dimethylethyl ester
951127-25-6

N-[(2R,3S)-2-(2,5-difluorophenyl)tetrahydro-5-oxo-2H-pyran-3-yl]carbamic acid 1,1-dimethylethyl ester

ethane-1,2-dithiol
540-63-6

ethane-1,2-dithiol

C13H15F2NOS2

C13H15F2NOS2

Conditions
ConditionsYield
With boron trifluoride diethyl etherate In dichloromethane at 20℃; Inert atmosphere; Sealed tube;86%
N-[(2R,3S)-2-(2,5-difluorophenyl)tetrahydro-5-oxo-2H-pyran-3-yl]carbamic acid 1,1-dimethylethyl ester
951127-25-6

N-[(2R,3S)-2-(2,5-difluorophenyl)tetrahydro-5-oxo-2H-pyran-3-yl]carbamic acid 1,1-dimethylethyl ester

1-(difluoromethyl)-2-(1-methyl-1H-tetrazol-5-yl)-1,4,5,6-tetrahydropyrrolo[3,4-d]imidazole benzenesulfonate

1-(difluoromethyl)-2-(1-methyl-1H-tetrazol-5-yl)-1,4,5,6-tetrahydropyrrolo[3,4-d]imidazole benzenesulfonate

tert-butyl ((2R,3S,5R)-5-(1-(difluoromethyl)-2-(1-methyl-1H-tetrazol-5-yl)pyrrolo[3,4-d]imidazol-5(1H,4H,6H)-yl)-2-(2,5-difluorophenyl)tetrahydro-2H-pyran-3-yl)carbamate

tert-butyl ((2R,3S,5R)-5-(1-(difluoromethyl)-2-(1-methyl-1H-tetrazol-5-yl)pyrrolo[3,4-d]imidazol-5(1H,4H,6H)-yl)-2-(2,5-difluorophenyl)tetrahydro-2H-pyran-3-yl)carbamate

Conditions
ConditionsYield
Stage #1: N-[(2R,3S)-2-(2,5-difluorophenyl)tetrahydro-5-oxo-2H-pyran-3-yl]carbamic acid 1,1-dimethylethyl ester; 1-(difluoromethyl)-2-(1-methyl-1H-tetrazol-5-yl)-1,4,5,6-tetrahydropyrrolo[3,4-d]imidazole benzenesulfonate In N,N-dimethyl acetamide at 20℃; for 0.5h;
Stage #2: With sodium tris(acetoxy)borohydride In N,N-dimethyl acetamide at 0 - 20℃; for 2.5h;
85%
N-[(2R,3S)-2-(2,5-difluorophenyl)tetrahydro-5-oxo-2H-pyran-3-yl]carbamic acid 1,1-dimethylethyl ester
951127-25-6

N-[(2R,3S)-2-(2,5-difluorophenyl)tetrahydro-5-oxo-2H-pyran-3-yl]carbamic acid 1,1-dimethylethyl ester

5-bromo-2,3-dihydro-1H-isoindole hydrochloride
919346-89-7

5-bromo-2,3-dihydro-1H-isoindole hydrochloride

tert-butyl (2R,3S,5R)-5-(5-bromoisoindolin-2-yl)-2-(2,5-difluorophenyl)tetrahydro-2H-pyran-3-ylcarbamate

tert-butyl (2R,3S,5R)-5-(5-bromoisoindolin-2-yl)-2-(2,5-difluorophenyl)tetrahydro-2H-pyran-3-ylcarbamate

Conditions
ConditionsYield
Stage #1: N-[(2R,3S)-2-(2,5-difluorophenyl)tetrahydro-5-oxo-2H-pyran-3-yl]carbamic acid 1,1-dimethylethyl ester; 5-bromo-2,3-dihydro-1H-isoindole hydrochloride With triethylamine In N,N-dimethyl acetamide at 10℃; for 0.25h;
Stage #2: With acetic acid In N,N-dimethyl acetamide for 1h;
Stage #3: With sodium tris(acetoxy)borohydride In N,N-dimethyl acetamide at 0 - 10℃; for 16h;
84.4%
N-[(2R,3S)-2-(2,5-difluorophenyl)tetrahydro-5-oxo-2H-pyran-3-yl]carbamic acid 1,1-dimethylethyl ester
951127-25-6

N-[(2R,3S)-2-(2,5-difluorophenyl)tetrahydro-5-oxo-2H-pyran-3-yl]carbamic acid 1,1-dimethylethyl ester

1-ethyl-N-methoxy-N-methyl-1,4,5,6-tetrahydropyrrolo[3,4-d]imidazole-2-carboxamide benzenesulfonate

1-ethyl-N-methoxy-N-methyl-1,4,5,6-tetrahydropyrrolo[3,4-d]imidazole-2-carboxamide benzenesulfonate

tert-butyl ((2R,3S,5R)-2-(2,5-difluorophenyl)-5-(1-ethyl-2-(methoxy(methyl)carbamoyl)pyrrolo[3,4-d]imidazol-5(1H,4H,6H)-yl)tetrahydro-2H-pyran-3-yl)carbamate

tert-butyl ((2R,3S,5R)-2-(2,5-difluorophenyl)-5-(1-ethyl-2-(methoxy(methyl)carbamoyl)pyrrolo[3,4-d]imidazol-5(1H,4H,6H)-yl)tetrahydro-2H-pyran-3-yl)carbamate

Conditions
ConditionsYield
Stage #1: N-[(2R,3S)-2-(2,5-difluorophenyl)tetrahydro-5-oxo-2H-pyran-3-yl]carbamic acid 1,1-dimethylethyl ester; 1-ethyl-N-methoxy-N-methyl-1,4,5,6-tetrahydropyrrolo[3,4-d]imidazole-2-carboxamide benzenesulfonate In N,N-dimethyl acetamide at 20℃; for 0.5h;
Stage #2: With sodium tris(acetoxy)borohydride In N,N-dimethyl acetamide at 20℃; for 2.5h;
82%
N-[(2R,3S)-2-(2,5-difluorophenyl)tetrahydro-5-oxo-2H-pyran-3-yl]carbamic acid 1,1-dimethylethyl ester
951127-25-6

N-[(2R,3S)-2-(2,5-difluorophenyl)tetrahydro-5-oxo-2H-pyran-3-yl]carbamic acid 1,1-dimethylethyl ester

7-methanesulfonyl-2,7-diazaspiro[3.4]octane hydrochloride

7-methanesulfonyl-2,7-diazaspiro[3.4]octane hydrochloride

N-[(2R,3S,5R)-2-(2,5-difluorophenyl)-5-(7-methanesulfonyl-2,7-diazaspiro[3.4]octane-2-yl)tetrahydropyran-3-yl]carbamic acid tert-butyl ester

N-[(2R,3S,5R)-2-(2,5-difluorophenyl)-5-(7-methanesulfonyl-2,7-diazaspiro[3.4]octane-2-yl)tetrahydropyran-3-yl]carbamic acid tert-butyl ester

Conditions
ConditionsYield
Stage #1: N-[(2R,3S)-2-(2,5-difluorophenyl)tetrahydro-5-oxo-2H-pyran-3-yl]carbamic acid 1,1-dimethylethyl ester; 7-methanesulfonyl-2,7-diazaspiro[3.4]octane hydrochloride In methanol at 0℃; for 6h; Inert atmosphere;
Stage #2: With diborane In methanol at 20℃; for 12h; Inert atmosphere;
81%
N-[(2R,3S)-2-(2,5-difluorophenyl)tetrahydro-5-oxo-2H-pyran-3-yl]carbamic acid 1,1-dimethylethyl ester
951127-25-6

N-[(2R,3S)-2-(2,5-difluorophenyl)tetrahydro-5-oxo-2H-pyran-3-yl]carbamic acid 1,1-dimethylethyl ester

tert-butyl 2-(methylsulfonyl)-2,6-dihydropyrrolo[3,4-c]pyrazole-5-(4H)-carboxylate p-toluenesulfonate salt

tert-butyl 2-(methylsulfonyl)-2,6-dihydropyrrolo[3,4-c]pyrazole-5-(4H)-carboxylate p-toluenesulfonate salt

tert-butyl ((2R,3S,5R)-2-(2,5-difluorophenyl)-5-(2-(methylsulfonyl)-2,6-dihydropyrrolo[3,4-c]pyrazol-5(4H)-yl)tetrahydro-2H-pyran-3-yl)carbamate
1226781-87-8

tert-butyl ((2R,3S,5R)-2-(2,5-difluorophenyl)-5-(2-(methylsulfonyl)-2,6-dihydropyrrolo[3,4-c]pyrazol-5(4H)-yl)tetrahydro-2H-pyran-3-yl)carbamate

Conditions
ConditionsYield
With sodium tris(acetoxy)borohydride In N,N-dimethyl acetamide at -10℃;80%
N-[(2R,3S)-2-(2,5-difluorophenyl)tetrahydro-5-oxo-2H-pyran-3-yl]carbamic acid 1,1-dimethylethyl ester
951127-25-6

N-[(2R,3S)-2-(2,5-difluorophenyl)tetrahydro-5-oxo-2H-pyran-3-yl]carbamic acid 1,1-dimethylethyl ester

C10H13N5*2C7H8O3S

C10H13N5*2C7H8O3S

tert-butyl ((2R,3S,5R)-2-(2,5-difluorophenyl)-5-(1-ethyl-2-(1H-pyrazol-3-yl)pyrrolo[3,4-d]imidazol-5(1H,4H,6H)-yl)tetrahydro-2H-pyran-3-yl)carbamate

tert-butyl ((2R,3S,5R)-2-(2,5-difluorophenyl)-5-(1-ethyl-2-(1H-pyrazol-3-yl)pyrrolo[3,4-d]imidazol-5(1H,4H,6H)-yl)tetrahydro-2H-pyran-3-yl)carbamate

Conditions
ConditionsYield
Stage #1: N-[(2R,3S)-2-(2,5-difluorophenyl)tetrahydro-5-oxo-2H-pyran-3-yl]carbamic acid 1,1-dimethylethyl ester; C10H13N5*2C7H8O3S In N,N-dimethyl acetamide at 20℃; for 1h;
Stage #2: With sodium tris(acetoxy)borohydride In N,N-dimethyl acetamide at 20℃; for 2h;
80%
N-[(2R,3S)-2-(2,5-difluorophenyl)tetrahydro-5-oxo-2H-pyran-3-yl]carbamic acid 1,1-dimethylethyl ester
951127-25-6

N-[(2R,3S)-2-(2,5-difluorophenyl)tetrahydro-5-oxo-2H-pyran-3-yl]carbamic acid 1,1-dimethylethyl ester

2-((methylsulfonyl)methyl)-2,4,5,6-tetrahydropyrrolo[3,4-c]pyrazole benzenesulfonate

2-((methylsulfonyl)methyl)-2,4,5,6-tetrahydropyrrolo[3,4-c]pyrazole benzenesulfonate

tert-butyl ((2R,3S,5R)-2-(2,5-difluorophenyl)-5-(2-((methylsulfonyl)methyl)pyrrolo[3,4-c]pyrazol-5(2H,4H,6H)-yl)tetrahydro-2H-pyran-3-yl)carbamate

tert-butyl ((2R,3S,5R)-2-(2,5-difluorophenyl)-5-(2-((methylsulfonyl)methyl)pyrrolo[3,4-c]pyrazol-5(2H,4H,6H)-yl)tetrahydro-2H-pyran-3-yl)carbamate

Conditions
ConditionsYield
Stage #1: N-[(2R,3S)-2-(2,5-difluorophenyl)tetrahydro-5-oxo-2H-pyran-3-yl]carbamic acid 1,1-dimethylethyl ester; 2-((methylsulfonyl)methyl)-2,4,5,6-tetrahydropyrrolo[3,4-c]pyrazole benzenesulfonate In N,N-dimethyl acetamide at 20℃; for 1h;
Stage #2: With sodium tris(acetoxy)borohydride In N,N-dimethyl acetamide at 20℃; for 16h;
79.7%
N-[(2R,3S)-2-(2,5-difluorophenyl)tetrahydro-5-oxo-2H-pyran-3-yl]carbamic acid 1,1-dimethylethyl ester
951127-25-6

N-[(2R,3S)-2-(2,5-difluorophenyl)tetrahydro-5-oxo-2H-pyran-3-yl]carbamic acid 1,1-dimethylethyl ester

1-ethyl-2-(methylsulfonyl)-1,4,5,6-tetrahydropyrrolo[3,4-d]imidazole benzenesulfonate

1-ethyl-2-(methylsulfonyl)-1,4,5,6-tetrahydropyrrolo[3,4-d]imidazole benzenesulfonate

tert-butyl ((2R,3S,5R)-2-(2,5-difluorophenyl)-5-(1-ethyl-2-(methylsulfonyl)pyrrolo[3,4-d]imidazol-5(1H,4H,6H)-yl)tetrahydro-2H-pyran-3-yl)carbamate

tert-butyl ((2R,3S,5R)-2-(2,5-difluorophenyl)-5-(1-ethyl-2-(methylsulfonyl)pyrrolo[3,4-d]imidazol-5(1H,4H,6H)-yl)tetrahydro-2H-pyran-3-yl)carbamate

Conditions
ConditionsYield
Stage #1: N-[(2R,3S)-2-(2,5-difluorophenyl)tetrahydro-5-oxo-2H-pyran-3-yl]carbamic acid 1,1-dimethylethyl ester; 1-ethyl-2-(methylsulfonyl)-1,4,5,6-tetrahydropyrrolo[3,4-d]imidazole benzenesulfonate In N,N-dimethyl acetamide at 20℃; for 1h;
Stage #2: With sodium tris(acetoxy)borohydride In N,N-dimethyl acetamide at 0 - 20℃; for 16h;
79%
N-[(2R,3S)-2-(2,5-difluorophenyl)tetrahydro-5-oxo-2H-pyran-3-yl]carbamic acid 1,1-dimethylethyl ester
951127-25-6

N-[(2R,3S)-2-(2,5-difluorophenyl)tetrahydro-5-oxo-2H-pyran-3-yl]carbamic acid 1,1-dimethylethyl ester

C7H8O3S*C9H9N3O2S2

C7H8O3S*C9H9N3O2S2

C25H28F2N4O5S2

C25H28F2N4O5S2

Conditions
ConditionsYield
Stage #1: N-[(2R,3S)-2-(2,5-difluorophenyl)tetrahydro-5-oxo-2H-pyran-3-yl]carbamic acid 1,1-dimethylethyl ester; C7H8O3S*C9H9N3O2S2 In N,N-dimethyl acetamide at 20℃; for 0.166667h;
Stage #2: With sodium tris(acetoxy)borohydride at 0 - 20℃; for 12h; Inert atmosphere;
79%
N-[(2R,3S)-2-(2,5-difluorophenyl)tetrahydro-5-oxo-2H-pyran-3-yl]carbamic acid 1,1-dimethylethyl ester
951127-25-6

N-[(2R,3S)-2-(2,5-difluorophenyl)tetrahydro-5-oxo-2H-pyran-3-yl]carbamic acid 1,1-dimethylethyl ester

C7H12N4O2S

C7H12N4O2S

C18H23F2N5O3S

C18H23F2N5O3S

Conditions
ConditionsYield
Stage #1: N-[(2R,3S)-2-(2,5-difluorophenyl)tetrahydro-5-oxo-2H-pyran-3-yl]carbamic acid 1,1-dimethylethyl ester; C7H12N4O2S With nido-decaborane In methanol at 20℃;
Stage #2: With trifluoroacetic acid In dichloromethane at 20℃; for 2h;
78%
N-[(2R,3S)-2-(2,5-difluorophenyl)tetrahydro-5-oxo-2H-pyran-3-yl]carbamic acid 1,1-dimethylethyl ester
951127-25-6

N-[(2R,3S)-2-(2,5-difluorophenyl)tetrahydro-5-oxo-2H-pyran-3-yl]carbamic acid 1,1-dimethylethyl ester

t-butoxycarbonylhydrazine
870-46-2

t-butoxycarbonylhydrazine

tert-butyl N-[[(3R,5S,6R)-5-(tert-butoxycarbonylamino)-6-(2,5-difluorophenyl)tetrahydropyran-3-yl]amino]carbamate

tert-butyl N-[[(3R,5S,6R)-5-(tert-butoxycarbonylamino)-6-(2,5-difluorophenyl)tetrahydropyran-3-yl]amino]carbamate

Conditions
ConditionsYield
Stage #1: N-[(2R,3S)-2-(2,5-difluorophenyl)tetrahydro-5-oxo-2H-pyran-3-yl]carbamic acid 1,1-dimethylethyl ester; t-butoxycarbonylhydrazine With acetic acid at 25℃; for 0.166667h;
Stage #2: With sodium cyanoborohydride at 25℃; for 3h;
76.9%
N-[(2R,3S)-2-(2,5-difluorophenyl)tetrahydro-5-oxo-2H-pyran-3-yl]carbamic acid 1,1-dimethylethyl ester
951127-25-6

N-[(2R,3S)-2-(2,5-difluorophenyl)tetrahydro-5-oxo-2H-pyran-3-yl]carbamic acid 1,1-dimethylethyl ester

1-methyl-1,4,5,6-tetrahydropyrrolo[3,4-d]imidazole-2-carbonitrile dibenzenesulfonate

1-methyl-1,4,5,6-tetrahydropyrrolo[3,4-d]imidazole-2-carbonitrile dibenzenesulfonate

tert-butyl ((2R,3S,5R)-5-(2-cyano-1-methylpyrrolo[3,4-d]imidazol-5(1H,4H,6H)-yl)-2-(2,5-difluorophenyl)tetrahydro-2H-pyran-3-yl)carbamate

tert-butyl ((2R,3S,5R)-5-(2-cyano-1-methylpyrrolo[3,4-d]imidazol-5(1H,4H,6H)-yl)-2-(2,5-difluorophenyl)tetrahydro-2H-pyran-3-yl)carbamate

Conditions
ConditionsYield
With sodium tris(acetoxy)borohydride In N,N-dimethyl acetamide at 20℃; for 3h;72%
N-[(2R,3S)-2-(2,5-difluorophenyl)tetrahydro-5-oxo-2H-pyran-3-yl]carbamic acid 1,1-dimethylethyl ester
951127-25-6

N-[(2R,3S)-2-(2,5-difluorophenyl)tetrahydro-5-oxo-2H-pyran-3-yl]carbamic acid 1,1-dimethylethyl ester

2,3,4,5,6,7-hexahydropyrrolo[3',4':3,4]pyrazolo[1,5-b][1,2]thiazine-1,1-dioxide p-toluenesulfonate

2,3,4,5,6,7-hexahydropyrrolo[3',4':3,4]pyrazolo[1,5-b][1,2]thiazine-1,1-dioxide p-toluenesulfonate

tert-butyl (2R,3S,5R)-5-(2,3,4,5,6,7-hexahydropyrrolo[3',4':3,4]pyrazolo[1,5-b][1,2]thiazine-1,1-dioxide-6-yl)-2-(2,5-difluorophenyl)tetrahydro-2H-pyran-3-ylcarbamate

tert-butyl (2R,3S,5R)-5-(2,3,4,5,6,7-hexahydropyrrolo[3',4':3,4]pyrazolo[1,5-b][1,2]thiazine-1,1-dioxide-6-yl)-2-(2,5-difluorophenyl)tetrahydro-2H-pyran-3-ylcarbamate

Conditions
ConditionsYield
Stage #1: N-[(2R,3S)-2-(2,5-difluorophenyl)tetrahydro-5-oxo-2H-pyran-3-yl]carbamic acid 1,1-dimethylethyl ester; 2,3,4,5,6,7-hexahydropyrrolo[3',4':3,4]pyrazolo[1,5-b][1,2]thiazine-1,1-dioxide p-toluenesulfonate With triethylamine In N,N-dimethyl acetamide at 20℃; for 3h;
Stage #2: With sodium tris(acetoxy)borohydride In N,N-dimethyl acetamide at 20℃; Cooling with ice;
71%

Hot Products

Post buying leads

About|Contact|Cas|Product Name|Molecular|Country|Encyclopedia

Message|New Cas|MSDS|Service|Advertisement|CAS DataBase|Article Data|Manufacturers | Chemical Catalog

©2008 LookChem.com,License: ICP

NO.:Zhejiang16009103

complaints:service@lookchem.com Desktop View