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Shangdong Shinning Pharm co.ltd

100% owned factory, regulatory compliance and be audited. Shandong Shining Pharm:Provincial chemical industry park(the first batch of certified park in Shandong Province), raw material and intermediate production base. Bromination, high pressure, hig

Tedizolid Cas no.856866-72-3 99.5%+

Cas:856866-72-3

Min.Order:1 Kilogram

Negotiable

Type:Manufacturers

inquiry

Hebei yanxi chemical co.,LTD.

hebei yanxi chemical co., LTD who registered capital of 10 million yuan, nearly to $2 million, we have a pharmaceutical raw materials factory production of pharmaceutical raw materials, and a reagent r&d center, and we do research and developm

Torezolid CAS NO.856866-72-3

Cas:856866-72-3

Min.Order:1 Metric Ton

FOB Price: $1.0 / 3.0

Type:Manufacturers

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Hangzhou JINLAN Pharm-Drugs Technology Co., Ltd

We can provide GMP validation service that complies with SFDA, FDA, WHO and EU EMPA.Excellent registration team could help us easlily to register our products in different countries.If you and your customer are interested in some products or need CMO

tedizolid manufacturer/supplier

Cas:856866-72-3

Min.Order:1 Gram

Negotiable

Type:Manufacturers

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Hangzhou Think Chemical Co. Ltd

Torezolid CAS No.:856866-72-3 Name: Torezolid Synonyms: 3-[3-Fluoro-4-[6-(2-methyl-2H-tetrazol-5-yl)-3-pyridinyl]phenyl]-5-(hydroxymethyl)-2-oxazolidinone Molecular Structure Molecular Formula:

High purity Torezolid CAS No.:856866-72-3

Cas:856866-72-3

Min.Order:1 Kilogram

FOB Price: $2.0

Type:Other

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Xi'an Xszo Chem Co., Ltd.

1. Factory price and high quality must be guaranteed, base on 8 years of production and R&D experience2. Free samples will be provided,ensure specifications and quality are right for customer3. Customers will receive the most professional technical s

Factory Price API 99% Torezolid 856866-72-3 GMP Manufacturer

Cas:856866-72-3

Min.Order:1 Gram

FOB Price: $0.1

Type:Manufacturers

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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

3-[3-Fluoro-4-[6-(2-methyl-2H-tetrazol-5-yl)-3-pyridinyl]phenyl]-5-(hydroxymethyl)-2-oxazolidinone

Cas:856866-72-3

Min.Order:1 Kilogram

FOB Price: $5.0 / 10.0

Type:Manufacturers

inquiry

Shanghai SE Pharm Co., Ltd

1. made in GMP plant, commerially 2. Normal Stock: 500kgs 3. Audit accepted. Related documents are available to offer and audited by many clients, such as Lupin, MSN, Dr reddy etc 4. Chromatographic Purity (HPLC): not less

Dayang Chem (Hangzhou) Co.,Ltd.

As a leading manufacturer and supplier of chemicals in China, DayangChem not only supply popular chemicals, but also DayangChem’s R&D center offer custom synthesis services. DayangChem can provide different quantities of custom synthesis

Torezolid

Cas:856866-72-3

Min.Order:1 Kilogram

FOB Price: $5.0

Type:Lab/Research institutions

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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

Tedizolid

Cas:856866-72-3

Min.Order:5 Kiloliter

FOB Price: $1.2 / 5.0

Type:Manufacturers

inquiry

Hebei Nengqian Chemical Import and Export Co., LTD

With our good experience, we offer detailed technical support and advice to assist customers. We communicate closely with customers to establish their quality requirements. Consistent Quality Our plant has strict quality control in each manufacturin

CAS 856866-72-3 Torezolid

Cas:856866-72-3

Min.Order:1 Kilogram

FOB Price: $70.0 / 90.0

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 856866-72-3 with competitive price

Cas:856866-72-3

Min.Order:1 Kilogram

FOB Price: $139.0 / 210.0

Type:Trading Company

inquiry

Shanghai Upbio Tech Co.,Ltd

1.No Less 8 years exporting experience. Clients can 100% received goods 2.Lower Price with higher quality 3,Free sample 4,We are sincerely responsible for the "product quality" and "After Service" Upbio is Specialized

3-[3-Fluoro-4-[6-(2-methyl-2H-tetrazol-5-yl)-3-pyridinyl]phenyl]-5-(hydroxymethyl)-2-oxazolidinone 856866-72-3

Cas:856866-72-3

Min.Order:1 Kilogram

Negotiable

Type:Lab/Research institutions

inquiry

Qingdao Beluga Import and Export Co., LTD

Torezolid CAS:856866-72-3 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,

Torezolid CAS:856866-72-3

Cas:856866-72-3

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

3-[3-Fluoro-4-[6-(2-methyl-2H-tetrazol-5-yl)-3-pyridinyl]phenyl]-5-(hydroxymethyl)-2-oxazolidinone

Cas:856866-72-3

Min.Order:1 Kilogram

Negotiable

Type:Lab/Research institutions

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 R&amp

Triumph International Development Limilted

Triumph has the complete production of G- KG - MT service chain,we can make the new technology into productivity quickly in the research and development of new products. Main Service 1.Own made fine chemical products 2.Out sourcing and qua

Tedizolid

Cas:856866-72-3

Min.Order:100 Gram

Negotiable

Type:Lab/Research institutions

inquiry

Taizhou Crene Biotechnology co.ltd

Our company provides one-stop services of research - development - production for a variety of special prouducts. Not only do we make effective use of our strong technological strength, but also establish of cooperative relations with several well-

TR-700 Tedizolid 856866-72-3

Cas:856866-72-3

Min.Order:100 Milligram

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

TEDIZOLID

Cas:856866-72-3

Min.Order:1 Gram

Negotiable

Type:Lab/Research institutions

inquiry

Zhejiang Huili Pharmaceutical Co., Ltd

ProName: Torezolid CAS NO.856866-72-3 CasNo: 856866-72-3 Molecular Formula: C17H15FN6O3 Appearance: crystal, powder Application: Pharmaceutical intermediates DeliveryTime: 1-2 days PackAge: as your request Port: Qingdao port ProductionCapac

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

Sulfonated castor oil

Cas:856866-72-3

Min.Order:4 Kilogram

Negotiable

Type:Lab/Research institutions

inquiry

Shanghai Seasonsgreen Chemical Co.,Ltd

Shanghai Seasonsgreen Chemical is a high-tech research and development, production, sale and custom synthesis set in one high-tech bio chemical products enterprises. The company's sales and marketing division is located in Shanghai, serving

lower price white powder Torezolid CAS:856866-72-3

Cas:856866-72-3

Min.Order:1 Kilogram

FOB Price: $1.0

Type:Manufacturers

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

Tedizolid/High quality/Best price

Cas:856866-72-3

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

3-[3-Fluoro-4-[6-(2-methyl-2H-tetrazol-5-yl)-3-pyridinyl]phenyl]-5-(hydroxymethyl)-2-oxazolidinone

Cas:856866-72-3

Min.Order:10 Gram

FOB Price: $100.0

Type:Lab/Research institutions

inquiry

TaiChem Taizhou Limited

Established in May 2015, TaiChem Ltd. is initially invested by a British research and development company and started by PhDs back from aboard. The company is registered in China Medical City (CMC), Taizhou, Jiangsu Province, and the production site

Torezolid

Cas:856866-72-3

Min.Order:10 Gram

Negotiable

Type:Lab/Research institutions

inquiry

Siwei Development Group Ltd.

Product name: Tedizolid CAS No.:856866-72-3 Molecule Formula:C17H15FN6O3 Molecule Weight:370.34 Purity: 99.0% Package: 25kg/drum Description:White powder Manufacture Standards:Enterprise Standard TESTING ITEMS SPE

Best Quality Tedizolid with good supplier

Cas:856866-72-3

Min.Order:1 Kilogram

Negotiable

Type:Lab/Research institutions

inquiry

Henan Tianfu Chemical Co., Ltd.

Our company was built in 2009 with an ISO certificate.In the past 5 years, we have grown up as a famous fine chemicals supplier in China and we had established stable business relationships with Samsung,LG,Merck,Thermo Fisher Scientific and so on.O

856866-72-3 Torezolid

Cas:856866-72-3

Min.Order:1 Metric Ton

Negotiable

Type:Lab/Research institutions

inquiry

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,

Torezolid

Cas:856866-72-3

Min.Order:1 Gram

Negotiable

Type:Lab/Research institutions

inquiry

Hebei Sankai Chemical Technology Co., Ltd

1. Product advantages High purity, all above 98.5%, no impurities after dissolution We will test each batch to ensure quality OEM and private brand services designed for free Various cap colors available We can also provide MT1 peptide powd

Torezolid

Cas:856866-72-3

Min.Order:1 Kilogram

FOB Price: $50.0 / 100.0

Type:Trading Company

inquiry

Henan Wentao Chemical Product Co., Ltd.

We are leading fine chemicals supplier in China with ISO certificate, Our main business covers the fields below: 1.Noble Metal Catalysts (Pt.Pd...) 2.Organic Phosphine Ligands (Tert-butyl-phosphine.Cyclohexyl-phosphine...) 3.OLED

Jiangsu Qianyu Molecular Technology Co., LTD.

Our Advantages A. International Top level TechnologyOur company owned biomedicine experts are famous at home and abroad with rich experience in research and development in the field of efficient chiral functional molecules research and development an

In Bulk SupplyTorezolid

Cas:856866-72-3

Min.Order:0

Negotiable

Type:Trading Company

inquiry

Synthetic route

C23H29FN6O3Si

C23H29FN6O3Si

(5R)-3-{3-fluoro-4-[6-(2-methyl-2H-tetrazol-5-yl)pyridra-3-yl]phenyl}-5-(hydroxymethyl)-1,3-oxazoiidin-2-one
856866-72-3

(5R)-3-{3-fluoro-4-[6-(2-methyl-2H-tetrazol-5-yl)pyridra-3-yl]phenyl}-5-(hydroxymethyl)-1,3-oxazoiidin-2-one

Conditions
ConditionsYield
With cesium fluoride In tetrahydrofuran at 20℃; for 1h;99%
3-fluoro-4-(6-(2-methyl-2H-tetrazole-5-yl)pyridin-3-yl)phenyl-carbamic acid benzylester
1220910-89-3

3-fluoro-4-(6-(2-methyl-2H-tetrazole-5-yl)pyridin-3-yl)phenyl-carbamic acid benzylester

(5R)-3-{3-fluoro-4-[6-(2-methyl-2H-tetrazol-5-yl)pyridra-3-yl]phenyl}-5-(hydroxymethyl)-1,3-oxazoiidin-2-one
856866-72-3

(5R)-3-{3-fluoro-4-[6-(2-methyl-2H-tetrazol-5-yl)pyridra-3-yl]phenyl}-5-(hydroxymethyl)-1,3-oxazoiidin-2-one

Conditions
ConditionsYield
With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; tert.-butyl lithium; (R)-glycidyl butyrate In tetrahydrofuran at 0 - 30℃; for 15h; Reagent/catalyst; Large scale;95%
3-fluoro-4-(6-(2-methyl-2H-tetrazole-5-yl)pyridin-3-yl)phenyl-carbamic acid benzylester
1220910-89-3

3-fluoro-4-(6-(2-methyl-2H-tetrazole-5-yl)pyridin-3-yl)phenyl-carbamic acid benzylester

(R)-glycidyl butyrate
60456-26-0

(R)-glycidyl butyrate

(5R)-3-{3-fluoro-4-[6-(2-methyl-2H-tetrazol-5-yl)pyridra-3-yl]phenyl}-5-(hydroxymethyl)-1,3-oxazoiidin-2-one
856866-72-3

(5R)-3-{3-fluoro-4-[6-(2-methyl-2H-tetrazol-5-yl)pyridra-3-yl]phenyl}-5-(hydroxymethyl)-1,3-oxazoiidin-2-one

Conditions
ConditionsYield
Stage #1: 3-fluoro-4-(6-(2-methyl-2H-tetrazole-5-yl)pyridin-3-yl)phenyl-carbamic acid benzylester With potassium tert-butylate; lithium tert-butoxide In tetrahydrofuran; acetonitrile at 25℃; for 2h; Inert atmosphere;
Stage #2: (R)-glycidyl butyrate In tetrahydrofuran; acetonitrile for 3h;
86.7%
Stage #1: 3-fluoro-4-(6-(2-methyl-2H-tetrazole-5-yl)pyridin-3-yl)phenyl-carbamic acid benzylester With lithium hexamethyldisilazane In tetrahydrofuran at 20℃; for 1.41667h; Inert atmosphere;
Stage #2: (R)-glycidyl butyrate With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone In tetrahydrofuran at 20℃; for 15h; Inert atmosphere; cooling with ice;
85%
Stage #1: 3-fluoro-4-(6-(2-methyl-2H-tetrazole-5-yl)pyridin-3-yl)phenyl-carbamic acid benzylester With lithium hexamethyldisilazane In tetrahydrofuran at 10 - 15℃; for 2h; Inert atmosphere; Large scale;
Stage #2: (R)-glycidyl butyrate With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone In tetrahydrofuran at 0 - 15℃; Inert atmosphere; Large scale;
84.4%
2-(2-methyl-2H-tetrazol-5-yl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine
1056039-83-8

2-(2-methyl-2H-tetrazol-5-yl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine

(5R)-3-(4-bromo-3-fluorophenyl)-5-(hydroxymethyl)oxazolidin-2-one
444335-16-4

(5R)-3-(4-bromo-3-fluorophenyl)-5-(hydroxymethyl)oxazolidin-2-one

(5R)-3-{3-fluoro-4-[6-(2-methyl-2H-tetrazol-5-yl)pyridra-3-yl]phenyl}-5-(hydroxymethyl)-1,3-oxazoiidin-2-one
856866-72-3

(5R)-3-{3-fluoro-4-[6-(2-methyl-2H-tetrazol-5-yl)pyridra-3-yl]phenyl}-5-(hydroxymethyl)-1,3-oxazoiidin-2-one

Conditions
ConditionsYield
With palladium diacetate; potassium carbonate; triphenylphosphine In 1,4-dioxane at 20℃; Reagent/catalyst; Solvent; Temperature; Reflux; Inert atmosphere;84%
With tris-(dibenzylideneacetone)dipalladium(0); potassium carbonate; tricyclohexylphosphine In 1,4-dioxane; water for 4h; Reagent/catalyst; Solvent; Suzuki Coupling; Inert atmosphere; Reflux;78%
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In water; toluene for 12h; Solvent; Reflux; Inert atmosphere;63.7%
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; caesium carbonate Suzuki Coupling;
Stage #1: 2-(2-methyl-2H-tetrazol-5-yl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine; (R)-3-(4-bromo-3-fluorophenyl)-5-(hydroxylmethyl)oxazolidin-2-one With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In 1,4-dioxane at 60℃; for 5h; Suzuki Coupling; Inert atmosphere; Large scale;
Stage #2: With L-Cysteine; triethylamine at 60℃; for 16h; Inert atmosphere; Darkness; Large scale;
(5R)-3-(4-bromo-3-fluorophenyl)-5-(hydroxymethyl)oxazolidin-2-one
444335-16-4

(5R)-3-(4-bromo-3-fluorophenyl)-5-(hydroxymethyl)oxazolidin-2-one

5-bromo-2-(2-methyl-2H-tetrazol-5-yl)pyridine
380380-64-3

5-bromo-2-(2-methyl-2H-tetrazol-5-yl)pyridine

(5R)-3-{3-fluoro-4-[6-(2-methyl-2H-tetrazol-5-yl)pyridra-3-yl]phenyl}-5-(hydroxymethyl)-1,3-oxazoiidin-2-one
856866-72-3

(5R)-3-{3-fluoro-4-[6-(2-methyl-2H-tetrazol-5-yl)pyridra-3-yl]phenyl}-5-(hydroxymethyl)-1,3-oxazoiidin-2-one

Conditions
ConditionsYield
Stage #1: (R)-3-(4-bromo-3-fluorophenyl)-5-(hydroxylmethyl)oxazolidin-2-one With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; potassium acetate; bis(pinacol)diborane In dimethyl sulfoxide at 80℃; for 14h; Inert atmosphere;
Stage #2: 5-bromo-2-(2-methyl-2H-tetrazol-5-yl)pyridine With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; caesium carbonate In 1,4-dioxane; water at 70℃; for 3h; Inert atmosphere;
83%
(5R)-3-(3-fluoro-4-iodo-phenyl)-5-hydroxymethyl-1,3-oxazolidin-2-one
487041-08-7

(5R)-3-(3-fluoro-4-iodo-phenyl)-5-hydroxymethyl-1,3-oxazolidin-2-one

2-(2-methyl-2H-tetrazol-5-yl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine
1056039-83-8

2-(2-methyl-2H-tetrazol-5-yl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine

(5R)-3-{3-fluoro-4-[6-(2-methyl-2H-tetrazol-5-yl)pyridra-3-yl]phenyl}-5-(hydroxymethyl)-1,3-oxazoiidin-2-one
856866-72-3

(5R)-3-{3-fluoro-4-[6-(2-methyl-2H-tetrazol-5-yl)pyridra-3-yl]phenyl}-5-(hydroxymethyl)-1,3-oxazoiidin-2-one

Conditions
ConditionsYield
With palladium diacetate; potassium carbonate In water; N,N-dimethyl-formamide at 90℃; for 6h; Catalytic behavior; Reagent/catalyst; Temperature; Suzuki Coupling; Sealed tube; Inert atmosphere; Green chemistry;77.6%
(5R)-3-[3-fluoro-4-(tributylstannyl)phenyl]-5-(hydroxymethyl)-1,3-oxazolidin-2-one

(5R)-3-[3-fluoro-4-(tributylstannyl)phenyl]-5-(hydroxymethyl)-1,3-oxazolidin-2-one

5-bromo-2-(2-methyl-2H-tetrazol-5-yl)pyridine
380380-64-3

5-bromo-2-(2-methyl-2H-tetrazol-5-yl)pyridine

(5R)-3-{3-fluoro-4-[6-(2-methyl-2H-tetrazol-5-yl)pyridra-3-yl]phenyl}-5-(hydroxymethyl)-1,3-oxazoiidin-2-one
856866-72-3

(5R)-3-{3-fluoro-4-[6-(2-methyl-2H-tetrazol-5-yl)pyridra-3-yl]phenyl}-5-(hydroxymethyl)-1,3-oxazoiidin-2-one

Conditions
ConditionsYield
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; lithium chloride In N,N-dimethyl-formamide at 90℃; for 4h; Temperature; Reagent/catalyst;48%
With lithium chloride; bis-triphenylphosphine-palladium(II) chloride In 1-methyl-pyrrolidin-2-one at 20 - 120℃; for 4h;26%
With bis-triphenylphosphine-palladium(II) chloride; lithium chloride In 1-methyl-pyrrolidin-2-one at 120℃; for 4h; Stille coupling; Inert atmosphere;26%
With bis-triphenylphosphine-palladium(II) chloride; lithium chloride at 120℃; for 4h;
2,5-dibromopyridine
624-28-2

2,5-dibromopyridine

(5R)-3-{3-fluoro-4-[6-(2-methyl-2H-tetrazol-5-yl)pyridra-3-yl]phenyl}-5-(hydroxymethyl)-1,3-oxazoiidin-2-one
856866-72-3

(5R)-3-{3-fluoro-4-[6-(2-methyl-2H-tetrazol-5-yl)pyridra-3-yl]phenyl}-5-(hydroxymethyl)-1,3-oxazoiidin-2-one

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: sodium cyanide / N,N-dimethyl-formamide / 7 h / 150 °C / Inert atmosphere
2: sodium azide; ammonium chloride / N,N-dimethyl-formamide / 3 h / 110 °C / Inert atmosphere
3: sodium hydroxide / N,N-dimethyl-formamide / 0 - 20 °C / Inert atmosphere
4: bis-triphenylphosphine-palladium(II) chloride; lithium chloride / 1-methyl-pyrrolidin-2-one / 4 h / 120 °C / Inert atmosphere
View Scheme
2-Cyano-5-bromopyridine
97483-77-7

2-Cyano-5-bromopyridine

(5R)-3-{3-fluoro-4-[6-(2-methyl-2H-tetrazol-5-yl)pyridra-3-yl]phenyl}-5-(hydroxymethyl)-1,3-oxazoiidin-2-one
856866-72-3

(5R)-3-{3-fluoro-4-[6-(2-methyl-2H-tetrazol-5-yl)pyridra-3-yl]phenyl}-5-(hydroxymethyl)-1,3-oxazoiidin-2-one

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: sodium azide; ammonium chloride / N,N-dimethyl-formamide / 3 h / 110 °C / Inert atmosphere
2: sodium hydroxide / N,N-dimethyl-formamide / 0 - 20 °C / Inert atmosphere
3: bis-triphenylphosphine-palladium(II) chloride; lithium chloride / 1-methyl-pyrrolidin-2-one / 4 h / 120 °C / Inert atmosphere
View Scheme
meta-fluoroaniline
372-19-0

meta-fluoroaniline

(5R)-3-{3-fluoro-4-[6-(2-methyl-2H-tetrazol-5-yl)pyridra-3-yl]phenyl}-5-(hydroxymethyl)-1,3-oxazoiidin-2-one
856866-72-3

(5R)-3-{3-fluoro-4-[6-(2-methyl-2H-tetrazol-5-yl)pyridra-3-yl]phenyl}-5-(hydroxymethyl)-1,3-oxazoiidin-2-one

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: sodium hydrogencarbonate / tetrahydrofuran / 2 h / 0 °C
2.1: n-butyllithium / tetrahydrofuran; hexane / 0.17 h / -78 °C / Inert atmosphere
2.2: 26 h / -78 - 20 °C / Inert atmosphere
3.1: N-iodo-succinimide; trifluoroacetic acid / 3 h / 20 °C
4.1: potassium carbonate; palladium diacetate / N,N-dimethyl-formamide; water / 6 h / 90 °C / Sealed tube; Inert atmosphere; Green chemistry
View Scheme
Multi-step reaction with 5 steps
1: ethanol / 12 h / Reflux
2: triethylamine / N,N-dimethyl-formamide / 4 h / 65 °C
3: trifluorormethanesulfonic acid; N-iodo-succinimide / dichloromethane / 2 h / 0 °C
4: bis-triphenylphosphine-palladium(II) chloride / 1,4-dioxane / 4 h
5: lithium chloride; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / N,N-dimethyl-formamide / 4 h / 90 °C
View Scheme
Multi-step reaction with 7 steps
1.1: sodium hydrogencarbonate / dichloromethane / 20 - 25 °C / Inert atmosphere
2.1: n-butyllithium / tetrahydrofuran; hexane / 0.17 h / -65 - -60 °C / Inert atmosphere
2.2: 20 h / -65 - 25 °C / Inert atmosphere
3.1: trifluoroacetic acid; N-iodo-succinimide / 0.17 h / 20 - 25 °C
3.2: 4 h / 20 - 25 °C
4.1: dmap / toluene / 7 h / 45 - 50 °C
5.1: tris-(o-tolyl)phosphine; potassium carbonate / dimethyl sulfoxide / 20 - 25 °C / Inert atmosphere
5.2: 5.17 h / 20 - 85 °C / Inert atmosphere
6.1: sodium azide; ammonium chloride / N,N-dimethyl-formamide / 4 h / 95 - 100 °C / Inert atmosphere
7.1: triphenylphosphine; diethylazodicarboxylate / dichloromethane / 5 h / 20 - 25 °C / Inert atmosphere
7.2: 3 h / 20 - 25 °C
View Scheme
N-(carbobenzyloxy)-3-fluoroaniline
149524-47-0

N-(carbobenzyloxy)-3-fluoroaniline

(5R)-3-{3-fluoro-4-[6-(2-methyl-2H-tetrazol-5-yl)pyridra-3-yl]phenyl}-5-(hydroxymethyl)-1,3-oxazoiidin-2-one
856866-72-3

(5R)-3-{3-fluoro-4-[6-(2-methyl-2H-tetrazol-5-yl)pyridra-3-yl]phenyl}-5-(hydroxymethyl)-1,3-oxazoiidin-2-one

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: n-butyllithium / tetrahydrofuran; hexane / 0.17 h / -78 °C / Inert atmosphere
1.2: 26 h / -78 - 20 °C / Inert atmosphere
2.1: N-iodo-succinimide; trifluoroacetic acid / 3 h / 20 °C
3.1: potassium carbonate; palladium diacetate / N,N-dimethyl-formamide; water / 6 h / 90 °C / Sealed tube; Inert atmosphere; Green chemistry
View Scheme
(5R)-3-(3-fluorophenyl)-5-hydroxymethyloxazolidin-2-one
149524-42-5

(5R)-3-(3-fluorophenyl)-5-hydroxymethyloxazolidin-2-one

(5R)-3-{3-fluoro-4-[6-(2-methyl-2H-tetrazol-5-yl)pyridra-3-yl]phenyl}-5-(hydroxymethyl)-1,3-oxazoiidin-2-one
856866-72-3

(5R)-3-{3-fluoro-4-[6-(2-methyl-2H-tetrazol-5-yl)pyridra-3-yl]phenyl}-5-(hydroxymethyl)-1,3-oxazoiidin-2-one

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: N-iodo-succinimide; trifluoroacetic acid / 3 h / 20 °C
2: potassium carbonate; palladium diacetate / N,N-dimethyl-formamide; water / 6 h / 90 °C / Sealed tube; Inert atmosphere; Green chemistry
View Scheme
Multi-step reaction with 3 steps
1: trifluorormethanesulfonic acid; N-iodo-succinimide / dichloromethane / 2 h / 0 °C
2: bis-triphenylphosphine-palladium(II) chloride / 1,4-dioxane / 4 h
3: lithium chloride; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / N,N-dimethyl-formamide / 4 h / 90 °C
View Scheme
Multi-step reaction with 5 steps
1.1: trifluoroacetic acid; N-iodo-succinimide / 0.17 h / 20 - 25 °C
1.2: 4 h / 20 - 25 °C
2.1: dmap / toluene / 7 h / 45 - 50 °C
3.1: tris-(o-tolyl)phosphine; potassium carbonate / dimethyl sulfoxide / 20 - 25 °C / Inert atmosphere
3.2: 5.17 h / 20 - 85 °C / Inert atmosphere
4.1: sodium azide; ammonium chloride / N,N-dimethyl-formamide / 4 h / 95 - 100 °C / Inert atmosphere
5.1: triphenylphosphine; diethylazodicarboxylate / dichloromethane / 5 h / 20 - 25 °C / Inert atmosphere
5.2: 3 h / 20 - 25 °C
View Scheme
5-bromo-2-(2-methyl-2H-tetrazol-5-yl)pyridine
380380-64-3

5-bromo-2-(2-methyl-2H-tetrazol-5-yl)pyridine

(5R)-3-{3-fluoro-4-[6-(2-methyl-2H-tetrazol-5-yl)pyridra-3-yl]phenyl}-5-(hydroxymethyl)-1,3-oxazoiidin-2-one
856866-72-3

(5R)-3-{3-fluoro-4-[6-(2-methyl-2H-tetrazol-5-yl)pyridra-3-yl]phenyl}-5-(hydroxymethyl)-1,3-oxazoiidin-2-one

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: potassium acetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 3 h / 80 °C / Sealed tube; Inert atmosphere
2: potassium carbonate; palladium diacetate / N,N-dimethyl-formamide; water / 6 h / 90 °C / Sealed tube; Inert atmosphere; Green chemistry
View Scheme
Multi-step reaction with 2 steps
1.1: tris-(dibenzylideneacetone)dipalladium(0); sodium carbonate / tetrahydrofuran / 20 - 70 °C / Inert atmosphere; Large scale
2.1: lithium hexamethyldisilazane / tetrahydrofuran / 2 h / 10 - 15 °C / Inert atmosphere; Large scale
2.2: 0 - 15 °C / Inert atmosphere; Large scale
View Scheme
Multi-step reaction with 2 steps
1.1: tris-(dibenzylideneacetone)dipalladium(0); tricyclohexylphosphine; potassium carbonate / 1,4-dioxane; water / 1 h / 70 °C / Inert atmosphere
2.1: lithium hexamethyldisilazane / tetrahydrofuran / 2 h / 10 - 15 °C / Inert atmosphere; Large scale
2.2: 0 - 15 °C / Inert atmosphere; Large scale
View Scheme
Multi-step reaction with 2 steps
1.1: potassium acetate; tetrakis(triphenylphosphine) palladium(0) / 1,4-dioxane / 4 h / 70 °C / Inert atmosphere; Large scale
2.1: tetrakis(triphenylphosphine) palladium(0); potassium carbonate / 1,4-dioxane / 5 h / 60 °C / Inert atmosphere; Large scale
2.2: 16 h / 60 °C / Inert atmosphere; Darkness; Large scale
View Scheme
(3-fluoro-phenyl)-carbamic acid methyl ester
72755-13-6

(3-fluoro-phenyl)-carbamic acid methyl ester

(5R)-3-{3-fluoro-4-[6-(2-methyl-2H-tetrazol-5-yl)pyridra-3-yl]phenyl}-5-(hydroxymethyl)-1,3-oxazoiidin-2-one
856866-72-3

(5R)-3-{3-fluoro-4-[6-(2-methyl-2H-tetrazol-5-yl)pyridra-3-yl]phenyl}-5-(hydroxymethyl)-1,3-oxazoiidin-2-one

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1.1: n-butyllithium / tetrahydrofuran; hexane / 0.17 h / -65 - -60 °C / Inert atmosphere
1.2: 20 h / -65 - 25 °C / Inert atmosphere
2.1: trifluoroacetic acid; N-iodo-succinimide / 0.17 h / 20 - 25 °C
2.2: 4 h / 20 - 25 °C
3.1: dmap / toluene / 7 h / 45 - 50 °C
4.1: tris-(o-tolyl)phosphine; potassium carbonate / dimethyl sulfoxide / 20 - 25 °C / Inert atmosphere
4.2: 5.17 h / 20 - 85 °C / Inert atmosphere
5.1: sodium azide; ammonium chloride / N,N-dimethyl-formamide / 4 h / 95 - 100 °C / Inert atmosphere
6.1: triphenylphosphine; diethylazodicarboxylate / dichloromethane / 5 h / 20 - 25 °C / Inert atmosphere
6.2: 3 h / 20 - 25 °C
View Scheme
(5R)-3-(3-fluoro-4-iodo-phenyl)-5-hydroxymethyl-1,3-oxazolidin-2-one
487041-08-7

(5R)-3-(3-fluoro-4-iodo-phenyl)-5-hydroxymethyl-1,3-oxazolidin-2-one

(5R)-3-{3-fluoro-4-[6-(2-methyl-2H-tetrazol-5-yl)pyridra-3-yl]phenyl}-5-(hydroxymethyl)-1,3-oxazoiidin-2-one
856866-72-3

(5R)-3-{3-fluoro-4-[6-(2-methyl-2H-tetrazol-5-yl)pyridra-3-yl]phenyl}-5-(hydroxymethyl)-1,3-oxazoiidin-2-one

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: dmap / toluene / 7 h / 45 - 50 °C
2.1: tris-(o-tolyl)phosphine; potassium carbonate / dimethyl sulfoxide / 20 - 25 °C / Inert atmosphere
2.2: 5.17 h / 20 - 85 °C / Inert atmosphere
3.1: sodium azide; ammonium chloride / N,N-dimethyl-formamide / 4 h / 95 - 100 °C / Inert atmosphere
4.1: triphenylphosphine; diethylazodicarboxylate / dichloromethane / 5 h / 20 - 25 °C / Inert atmosphere
4.2: 3 h / 20 - 25 °C
View Scheme
tert-butyl [(5R)-3-(3-fluoro-4-iodophenyl)-2-oxo-1,3-oxazolidin-5-yl]methyl carbonate

tert-butyl [(5R)-3-(3-fluoro-4-iodophenyl)-2-oxo-1,3-oxazolidin-5-yl]methyl carbonate

(5R)-3-{3-fluoro-4-[6-(2-methyl-2H-tetrazol-5-yl)pyridra-3-yl]phenyl}-5-(hydroxymethyl)-1,3-oxazoiidin-2-one
856866-72-3

(5R)-3-{3-fluoro-4-[6-(2-methyl-2H-tetrazol-5-yl)pyridra-3-yl]phenyl}-5-(hydroxymethyl)-1,3-oxazoiidin-2-one

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: tris-(o-tolyl)phosphine; potassium carbonate / dimethyl sulfoxide / 20 - 25 °C / Inert atmosphere
1.2: 5.17 h / 20 - 85 °C / Inert atmosphere
2.1: sodium azide; ammonium chloride / N,N-dimethyl-formamide / 4 h / 95 - 100 °C / Inert atmosphere
3.1: triphenylphosphine; diethylazodicarboxylate / dichloromethane / 5 h / 20 - 25 °C / Inert atmosphere
3.2: 3 h / 20 - 25 °C
View Scheme
tert-butyl {(5R)-3-[4-(6-cyanopyridin-3-yl)-3-fluorophenyl]-2-oxo-1,3-oxazolidin-5-yl}methyl carbonate

tert-butyl {(5R)-3-[4-(6-cyanopyridin-3-yl)-3-fluorophenyl]-2-oxo-1,3-oxazolidin-5-yl}methyl carbonate

(5R)-3-{3-fluoro-4-[6-(2-methyl-2H-tetrazol-5-yl)pyridra-3-yl]phenyl}-5-(hydroxymethyl)-1,3-oxazoiidin-2-one
856866-72-3

(5R)-3-{3-fluoro-4-[6-(2-methyl-2H-tetrazol-5-yl)pyridra-3-yl]phenyl}-5-(hydroxymethyl)-1,3-oxazoiidin-2-one

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: sodium azide; ammonium chloride / N,N-dimethyl-formamide / 4 h / 95 - 100 °C / Inert atmosphere
2.1: triphenylphosphine; diethylazodicarboxylate / dichloromethane / 5 h / 20 - 25 °C / Inert atmosphere
2.2: 3 h / 20 - 25 °C
View Scheme
tert-butyl [(5R)-3-{3-fluoro-4-[6-(2H-tetrazol-5-yl)pyridin-3-yl]phenyl}-2-oxo-1,3-oxazolidin-5-yl]methyl carbonate

tert-butyl [(5R)-3-{3-fluoro-4-[6-(2H-tetrazol-5-yl)pyridin-3-yl]phenyl}-2-oxo-1,3-oxazolidin-5-yl]methyl carbonate

(5R)-3-{3-fluoro-4-[6-(2-methyl-2H-tetrazol-5-yl)pyridra-3-yl]phenyl}-5-(hydroxymethyl)-1,3-oxazoiidin-2-one
856866-72-3

(5R)-3-{3-fluoro-4-[6-(2-methyl-2H-tetrazol-5-yl)pyridra-3-yl]phenyl}-5-(hydroxymethyl)-1,3-oxazoiidin-2-one

Conditions
ConditionsYield
Stage #1: tert-butyl [(5R)-3-{3-fluoro-4-[6-(2H-tetrazol-5-yl)pyridin-3-yl]phenyl}-2-oxo-1,3-oxazolidin-5-yl]methyl carbonate With triphenylphosphine; diethylazodicarboxylate In dichloromethane at 20 - 25℃; for 5h; Inert atmosphere;
Stage #2: With trifluoroacetic acid In dichloromethane at 20 - 25℃; for 3h; Further stages;
(2R)-2-hydroxy-3-[(3-fluorophenyl)amino]propyl butanoate

(2R)-2-hydroxy-3-[(3-fluorophenyl)amino]propyl butanoate

(5R)-3-{3-fluoro-4-[6-(2-methyl-2H-tetrazol-5-yl)pyridra-3-yl]phenyl}-5-(hydroxymethyl)-1,3-oxazoiidin-2-one
856866-72-3

(5R)-3-{3-fluoro-4-[6-(2-methyl-2H-tetrazol-5-yl)pyridra-3-yl]phenyl}-5-(hydroxymethyl)-1,3-oxazoiidin-2-one

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: triethylamine / N,N-dimethyl-formamide / 4 h / 65 °C
2: trifluorormethanesulfonic acid; N-iodo-succinimide / dichloromethane / 2 h / 0 °C
3: bis-triphenylphosphine-palladium(II) chloride / 1,4-dioxane / 4 h
4: lithium chloride; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / N,N-dimethyl-formamide / 4 h / 90 °C
View Scheme
(5R)-3-(4-bromo-3-fluorophenyl)-5-(hydroxymethyl)oxazolidin-2-one
444335-16-4

(5R)-3-(4-bromo-3-fluorophenyl)-5-(hydroxymethyl)oxazolidin-2-one

(5R)-3-{3-fluoro-4-[6-(2-methyl-2H-tetrazol-5-yl)pyridra-3-yl]phenyl}-5-(hydroxymethyl)-1,3-oxazoiidin-2-one
856866-72-3

(5R)-3-{3-fluoro-4-[6-(2-methyl-2H-tetrazol-5-yl)pyridra-3-yl]phenyl}-5-(hydroxymethyl)-1,3-oxazoiidin-2-one

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: 1H-imidazole / N,N-dimethyl-formamide / 6 h / 60 °C
2.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 °C
2.2: 0.5 h
3.1: bis[2-(diphenylphosphino)phenyl] ether; bis(1,5-cyclooctadiene)nickel (0) / tetrahydrofuran; hexane / 12 h / 20 °C
4.1: cesium fluoride / tetrahydrofuran / 1 h / 20 °C
View Scheme
Multi-step reaction with 4 steps
1.1: 1H-imidazole / N,N-dimethyl-formamide / 6 h / 60 °C
2.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 °C
2.2: 0.5 h
3.1: bis[2-(diphenylphosphino)phenyl] ether; bis(1,5-cyclooctadiene)nickel (0) / tetrahydrofuran; hexane / 12 h / 20 °C
4.1: cesium fluoride / tetrahydrofuran / 1 h / 20 °C
View Scheme
(R)-3-(4-bromo-3-fluoro-phenyl)-5-(tert-butyl-dimethyl-silanyloxymethyl)-oxazolidin-2-one
1188330-70-2

(R)-3-(4-bromo-3-fluoro-phenyl)-5-(tert-butyl-dimethyl-silanyloxymethyl)-oxazolidin-2-one

(5R)-3-{3-fluoro-4-[6-(2-methyl-2H-tetrazol-5-yl)pyridra-3-yl]phenyl}-5-(hydroxymethyl)-1,3-oxazoiidin-2-one
856866-72-3

(5R)-3-{3-fluoro-4-[6-(2-methyl-2H-tetrazol-5-yl)pyridra-3-yl]phenyl}-5-(hydroxymethyl)-1,3-oxazoiidin-2-one

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 °C
1.2: 0.5 h
2.1: bis[2-(diphenylphosphino)phenyl] ether; bis(1,5-cyclooctadiene)nickel (0) / tetrahydrofuran; hexane / 12 h / 20 °C
3.1: cesium fluoride / tetrahydrofuran / 1 h / 20 °C
View Scheme
Multi-step reaction with 3 steps
1.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 °C
1.2: 0.5 h
2.1: bis[2-(diphenylphosphino)phenyl] ether; bis(1,5-cyclooctadiene)nickel (0) / tetrahydrofuran; hexane / 12 h / 20 °C
3.1: cesium fluoride / tetrahydrofuran / 1 h / 20 °C
View Scheme
C16H23ClFNO3SiZn

C16H23ClFNO3SiZn

(5R)-3-{3-fluoro-4-[6-(2-methyl-2H-tetrazol-5-yl)pyridra-3-yl]phenyl}-5-(hydroxymethyl)-1,3-oxazoiidin-2-one
856866-72-3

(5R)-3-{3-fluoro-4-[6-(2-methyl-2H-tetrazol-5-yl)pyridra-3-yl]phenyl}-5-(hydroxymethyl)-1,3-oxazoiidin-2-one

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: bis[2-(diphenylphosphino)phenyl] ether; bis(1,5-cyclooctadiene)nickel (0) / tetrahydrofuran; hexane / 12 h / 20 °C
2: cesium fluoride / tetrahydrofuran / 1 h / 20 °C
View Scheme
2-fluoro-4-(benzyloxycarbonyl)aminophenylboronic acid
874290-59-2

2-fluoro-4-(benzyloxycarbonyl)aminophenylboronic acid

(5R)-3-{3-fluoro-4-[6-(2-methyl-2H-tetrazol-5-yl)pyridra-3-yl]phenyl}-5-(hydroxymethyl)-1,3-oxazoiidin-2-one
856866-72-3

(5R)-3-{3-fluoro-4-[6-(2-methyl-2H-tetrazol-5-yl)pyridra-3-yl]phenyl}-5-(hydroxymethyl)-1,3-oxazoiidin-2-one

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: tris-(dibenzylideneacetone)dipalladium(0); tricyclohexylphosphine; potassium carbonate / 1,4-dioxane; water / 1 h / 70 °C / Inert atmosphere
2.1: lithium hexamethyldisilazane / tetrahydrofuran / 2 h / 10 - 15 °C / Inert atmosphere; Large scale
2.2: 0 - 15 °C / Inert atmosphere; Large scale
View Scheme
(4-bromo-3-fluorophenyl)carbamic acid benzyl ester
510729-01-8

(4-bromo-3-fluorophenyl)carbamic acid benzyl ester

(5R)-3-{3-fluoro-4-[6-(2-methyl-2H-tetrazol-5-yl)pyridra-3-yl]phenyl}-5-(hydroxymethyl)-1,3-oxazoiidin-2-one
856866-72-3

(5R)-3-{3-fluoro-4-[6-(2-methyl-2H-tetrazol-5-yl)pyridra-3-yl]phenyl}-5-(hydroxymethyl)-1,3-oxazoiidin-2-one

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: bis-triphenylphosphine-palladium(II) chloride / 1,4-dioxane / 10 - 15 °C / Inert atmosphere
2.1: potassium phosphate; tetrakis(triphenylphosphine) palladium(0) / 1,4-dioxane / 35 - 85 °C / Inert atmosphere
3.1: lithium hexamethyldisilazane / tetrahydrofuran / 2 h / 10 - 15 °C / Inert atmosphere; Large scale
3.2: 0 - 15 °C / Inert atmosphere; Large scale
View Scheme
Multi-step reaction with 3 steps
1.1: cobaltocene / tetrahydrofuran / 20 - 30 °C / Inert atmosphere; Large scale
2.1: tris-(dibenzylideneacetone)dipalladium(0); sodium carbonate / tetrahydrofuran / 20 - 70 °C / Inert atmosphere; Large scale
3.1: lithium hexamethyldisilazane / tetrahydrofuran / 2 h / 10 - 15 °C / Inert atmosphere; Large scale
3.2: 0 - 15 °C / Inert atmosphere; Large scale
View Scheme
Multi-step reaction with 3 steps
1.1: n-butyllithium / tetrahydrofuran / -75 - -70 °C / Inert atmosphere; Cooling with acetone-dry ice
1.2: Inert atmosphere
2.1: tris-(dibenzylideneacetone)dipalladium(0); tricyclohexylphosphine; potassium carbonate / 1,4-dioxane; water / 1 h / 70 °C / Inert atmosphere
3.1: lithium hexamethyldisilazane / tetrahydrofuran / 2 h / 10 - 15 °C / Inert atmosphere; Large scale
3.2: 0 - 15 °C / Inert atmosphere; Large scale
View Scheme
C14H11BrFNO2Zn

C14H11BrFNO2Zn

(5R)-3-{3-fluoro-4-[6-(2-methyl-2H-tetrazol-5-yl)pyridra-3-yl]phenyl}-5-(hydroxymethyl)-1,3-oxazoiidin-2-one
856866-72-3

(5R)-3-{3-fluoro-4-[6-(2-methyl-2H-tetrazol-5-yl)pyridra-3-yl]phenyl}-5-(hydroxymethyl)-1,3-oxazoiidin-2-one

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: tris-(dibenzylideneacetone)dipalladium(0); sodium carbonate / tetrahydrofuran / 20 - 70 °C / Inert atmosphere; Large scale
2.1: lithium hexamethyldisilazane / tetrahydrofuran / 2 h / 10 - 15 °C / Inert atmosphere; Large scale
2.2: 0 - 15 °C / Inert atmosphere; Large scale
View Scheme
(5R)-3-{3-fluoro-4-[6-(2-methyl-2H-tetrazol-5-yl)pyridra-3-yl]phenyl}-5-(hydroxymethyl)-1,3-oxazoiidin-2-one
856866-72-3

(5R)-3-{3-fluoro-4-[6-(2-methyl-2H-tetrazol-5-yl)pyridra-3-yl]phenyl}-5-(hydroxymethyl)-1,3-oxazoiidin-2-one

(R)-3-(4-(2-(2-methyltetrazol-5-yl)pyridine-5-yl)-3-fluorophenyl)-5-hydroxymethyl oxazolidin-2-one dihydrogen phosphate

(R)-3-(4-(2-(2-methyltetrazol-5-yl)pyridine-5-yl)-3-fluorophenyl)-5-hydroxymethyl oxazolidin-2-one dihydrogen phosphate

Conditions
ConditionsYield
With triethylamine; trichlorophosphate In tetrahydrofuran at 0℃; for 3h;97%
Stage #1: (5R)-3-{3-fluoro-4-[6-(2-methyl-2H-tetrazol-5-yl)pyridra-3-yl]phenyl}-5-(hydroxymethyl)-1,3-oxazoiidin-2-one With triethylamine; trichlorophosphate In tetrahydrofuran at 0 - 2.2℃; for 3.73333h;
Stage #2: With water In tetrahydrofuran at 11.9℃; for 1h; cooling with ice/salt;
96%
Stage #1: (5R)-3-{3-fluoro-4-[6-(2-methyl-2H-tetrazol-5-yl)pyridra-3-yl]phenyl}-5-(hydroxymethyl)-1,3-oxazoiidin-2-one With triethylamine In tetrahydrofuran at 0℃;
Stage #2: With trichlorophosphate In tetrahydrofuran at 1 - 2℃; for 3h;
84.8%
(5R)-3-{3-fluoro-4-[6-(2-methyl-2H-tetrazol-5-yl)pyridra-3-yl]phenyl}-5-(hydroxymethyl)-1,3-oxazoiidin-2-one
856866-72-3

(5R)-3-{3-fluoro-4-[6-(2-methyl-2H-tetrazol-5-yl)pyridra-3-yl]phenyl}-5-(hydroxymethyl)-1,3-oxazoiidin-2-one

4-(2,2-bis(diisopropoxyphosphoryl)ethyl)benzoic acid

4-(2,2-bis(diisopropoxyphosphoryl)ethyl)benzoic acid

(R)-(3-(3-fluoro-4-(6-(2-methyl-2H-tetrazol-5-yl)pyridin-3-yl)phenyl)-2-oxooxazolidin-5-yl)methyl 4-(2,2-bis(diisopropoxyphosphoryl)ethyl)benzoate

(R)-(3-(3-fluoro-4-(6-(2-methyl-2H-tetrazol-5-yl)pyridin-3-yl)phenyl)-2-oxooxazolidin-5-yl)methyl 4-(2,2-bis(diisopropoxyphosphoryl)ethyl)benzoate

Conditions
ConditionsYield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 20℃; Inert atmosphere;95%
(5R)-3-{3-fluoro-4-[6-(2-methyl-2H-tetrazol-5-yl)pyridra-3-yl]phenyl}-5-(hydroxymethyl)-1,3-oxazoiidin-2-one
856866-72-3

(5R)-3-{3-fluoro-4-[6-(2-methyl-2H-tetrazol-5-yl)pyridra-3-yl]phenyl}-5-(hydroxymethyl)-1,3-oxazoiidin-2-one

benzyl alcohol
100-51-6

benzyl alcohol

dibenzyl (R)-[3-(4-(2-(2-methyltetrazol-5-yl)pyridin-5-yl)-3-fluorophenyl)-2-oxo-5-oxazolidinyl]methyl phosphoric acid

dibenzyl (R)-[3-(4-(2-(2-methyltetrazol-5-yl)pyridin-5-yl)-3-fluorophenyl)-2-oxo-5-oxazolidinyl]methyl phosphoric acid

Conditions
ConditionsYield
Stage #1: (5R)-3-{3-fluoro-4-[6-(2-methyl-2H-tetrazol-5-yl)pyridra-3-yl]phenyl}-5-(hydroxymethyl)-1,3-oxazoiidin-2-one With N-ethyl-N,N-diisopropylamine; trichlorophosphate In tetrahydrofuran at 0 - 20℃; for 4h;
Stage #2: benzyl alcohol With N-ethyl-N,N-diisopropylamine at 0 - 20℃; for 8h;
84%
(5R)-3-{3-fluoro-4-[6-(2-methyl-2H-tetrazol-5-yl)pyridra-3-yl]phenyl}-5-(hydroxymethyl)-1,3-oxazoiidin-2-one
856866-72-3

(5R)-3-{3-fluoro-4-[6-(2-methyl-2H-tetrazol-5-yl)pyridra-3-yl]phenyl}-5-(hydroxymethyl)-1,3-oxazoiidin-2-one

dibenzyl N,N-diisopropylphosphoroamidate
124575-22-0

dibenzyl N,N-diisopropylphosphoroamidate

dibenzyl (R)-[3-(4-(2-(2-methyltetrazol-5-yl)pyridin-5-yl)-3-fluorophenyl)-2-oxo-5-oxazolidinyl]methyl phosphoric acid

dibenzyl (R)-[3-(4-(2-(2-methyltetrazol-5-yl)pyridin-5-yl)-3-fluorophenyl)-2-oxo-5-oxazolidinyl]methyl phosphoric acid

Conditions
ConditionsYield
Stage #1: (5R)-3-{3-fluoro-4-[6-(2-methyl-2H-tetrazol-5-yl)pyridra-3-yl]phenyl}-5-(hydroxymethyl)-1,3-oxazoiidin-2-one; dibenzyl N,N-diisopropylphosphoroamidate With 1H-tetrazole In dichloromethane at 25 - 30℃; for 0.5h;
Stage #2: With 3-chloro-benzenecarboperoxoic acid In dichloromethane at 5 - 10℃; for 0.5h;
83.1%
(5R)-3-{3-fluoro-4-[6-(2-methyl-2H-tetrazol-5-yl)pyridra-3-yl]phenyl}-5-(hydroxymethyl)-1,3-oxazoiidin-2-one
856866-72-3

(5R)-3-{3-fluoro-4-[6-(2-methyl-2H-tetrazol-5-yl)pyridra-3-yl]phenyl}-5-(hydroxymethyl)-1,3-oxazoiidin-2-one

methanesulfonyl chloride
124-63-0

methanesulfonyl chloride

(R)-3-(4-(2-(2-methyltetrazol-5-yl)pyridin-5-yl)-3-fluorophenyl)-5-(methanesulfonyloxymethyl)oxazolidin-2-one
856867-59-9

(R)-3-(4-(2-(2-methyltetrazol-5-yl)pyridin-5-yl)-3-fluorophenyl)-5-(methanesulfonyloxymethyl)oxazolidin-2-one

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20℃; for 0.5h;82%
With triethylamine In dichloromethane at 0 - 20℃; Inert atmosphere;82%
(5R)-3-{3-fluoro-4-[6-(2-methyl-2H-tetrazol-5-yl)pyridra-3-yl]phenyl}-5-(hydroxymethyl)-1,3-oxazoiidin-2-one
856866-72-3

(5R)-3-{3-fluoro-4-[6-(2-methyl-2H-tetrazol-5-yl)pyridra-3-yl]phenyl}-5-(hydroxymethyl)-1,3-oxazoiidin-2-one

dibenzyl [[bis(benzyloxy)phosphoryl]oxy]phosphonate
990-91-0

dibenzyl [[bis(benzyloxy)phosphoryl]oxy]phosphonate

dibenzyl (R)-[3-(4-(2-(2-methyltetrazol-5-yl)pyridin-5-yl)-3-fluorophenyl)-2-oxo-5-oxazolidinyl]methyl phosphoric acid

dibenzyl (R)-[3-(4-(2-(2-methyltetrazol-5-yl)pyridin-5-yl)-3-fluorophenyl)-2-oxo-5-oxazolidinyl]methyl phosphoric acid

Conditions
ConditionsYield
Stage #1: (5R)-3-{3-fluoro-4-[6-(2-methyl-2H-tetrazol-5-yl)pyridra-3-yl]phenyl}-5-(hydroxymethyl)-1,3-oxazoiidin-2-one With sodium hydride In tetrahydrofuran at 20℃; for 5h; Inert atmosphere; Cooling with ice;
Stage #2: dibenzyl [[bis(benzyloxy)phosphoryl]oxy]phosphonate In tetrahydrofuran at 20℃; for 10h; Inert atmosphere;
82%
(5R)-3-{3-fluoro-4-[6-(2-methyl-2H-tetrazol-5-yl)pyridra-3-yl]phenyl}-5-(hydroxymethyl)-1,3-oxazoiidin-2-one
856866-72-3

(5R)-3-{3-fluoro-4-[6-(2-methyl-2H-tetrazol-5-yl)pyridra-3-yl]phenyl}-5-(hydroxymethyl)-1,3-oxazoiidin-2-one

tetraisopropyl (2-(4-(azidocarbonyl)phenyl)ethane-1,1-diyl)bis(phosphonate)

tetraisopropyl (2-(4-(azidocarbonyl)phenyl)ethane-1,1-diyl)bis(phosphonate)

C38H50FN7O10P2

C38H50FN7O10P2

Conditions
ConditionsYield
With dmap In N,N-dimethyl-formamide at 80℃; for 3h;81%
(5R)-3-{3-fluoro-4-[6-(2-methyl-2H-tetrazol-5-yl)pyridra-3-yl]phenyl}-5-(hydroxymethyl)-1,3-oxazoiidin-2-one
856866-72-3

(5R)-3-{3-fluoro-4-[6-(2-methyl-2H-tetrazol-5-yl)pyridra-3-yl]phenyl}-5-(hydroxymethyl)-1,3-oxazoiidin-2-one

(R)-3-(4-(2-(2-methyltetrazol-5-yl)pyridin-5-yl)-3-fluorophenyl)-5-fluoromethyloxazolidin-2-one

(R)-3-(4-(2-(2-methyltetrazol-5-yl)pyridin-5-yl)-3-fluorophenyl)-5-fluoromethyloxazolidin-2-one

Conditions
ConditionsYield
With diethylamino-sulfur trifluoride; triethylamine In dichloromethane at 20℃; for 24h; Inert atmosphere;75%
With diethylamino-sulfur trifluoride; triethylamine In dichloromethane for 24h;
(5R)-3-{3-fluoro-4-[6-(2-methyl-2H-tetrazol-5-yl)pyridra-3-yl]phenyl}-5-(hydroxymethyl)-1,3-oxazoiidin-2-one
856866-72-3

(5R)-3-{3-fluoro-4-[6-(2-methyl-2H-tetrazol-5-yl)pyridra-3-yl]phenyl}-5-(hydroxymethyl)-1,3-oxazoiidin-2-one

di-tert-butyl diisopropylphosphoramide
137348-86-8

di-tert-butyl diisopropylphosphoramide

(R)-[3-(4-(2-(2-methyltetrazol-5-yl)pyridin-5-yl)-3-fluorophenyl)-2-oxo-5-oxazolidinyl]methyl phosphoric acid di-tert-butyl ester

(R)-[3-(4-(2-(2-methyltetrazol-5-yl)pyridin-5-yl)-3-fluorophenyl)-2-oxo-5-oxazolidinyl]methyl phosphoric acid di-tert-butyl ester

Conditions
ConditionsYield
Stage #1: (5R)-3-{3-fluoro-4-[6-(2-methyl-2H-tetrazol-5-yl)pyridra-3-yl]phenyl}-5-(hydroxymethyl)-1,3-oxazoiidin-2-one; di-tert-butyl diisopropylphosphoramide With 1H-tetrazole In tetrahydrofuran; dichloromethane at 20℃; for 15h;
Stage #2: With 3-chloro-benzenecarboperoxoic acid In tetrahydrofuran; dichloromethane at -78℃; for 4h;
71%
Stage #1: (5R)-3-{3-fluoro-4-[6-(2-methyl-2H-tetrazol-5-yl)pyridra-3-yl]phenyl}-5-(hydroxymethyl)-1,3-oxazoiidin-2-one; di-tert-butyl diisopropylphosphoramide With 1H-tetrazole In tetrahydrofuran; dichloromethane at 20℃; for 15h;
Stage #2: With 3-chloro-benzenecarboperoxoic acid In tetrahydrofuran; dichloromethane at -78℃; for 2h;
68%
Stage #1: (5R)-3-{3-fluoro-4-[6-(2-methyl-2H-tetrazol-5-yl)pyridra-3-yl]phenyl}-5-(hydroxymethyl)-1,3-oxazoiidin-2-one; di-tert-butyl diisopropylphosphoramide With 1H-tetrazole In tetrahydrofuran; dichloromethane at 20 - 25℃; for 16h;
Stage #2: With 3-chloro-benzenecarboperoxoic acid In tetrahydrofuran; dichloromethane at -70 - 25℃; for 2h;
(5R)-3-{3-fluoro-4-[6-(2-methyl-2H-tetrazol-5-yl)pyridra-3-yl]phenyl}-5-(hydroxymethyl)-1,3-oxazoiidin-2-one
856866-72-3

(5R)-3-{3-fluoro-4-[6-(2-methyl-2H-tetrazol-5-yl)pyridra-3-yl]phenyl}-5-(hydroxymethyl)-1,3-oxazoiidin-2-one

isoxazol-3-ol
5777-20-8

isoxazol-3-ol

(R)-3-(4-(2-(2-methyltetrazol-5-yl)pyridin-5-yl)-3-fluorophenyl)-5-(isoxazol-3-yl)oxymethyloxazolidin-2-one
717116-80-8

(R)-3-(4-(2-(2-methyltetrazol-5-yl)pyridin-5-yl)-3-fluorophenyl)-5-(isoxazol-3-yl)oxymethyloxazolidin-2-one

Conditions
ConditionsYield
With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran at 20℃; for 12h; Mitsunobu reaction; Inert atmosphere;51%
(5R)-3-{3-fluoro-4-[6-(2-methyl-2H-tetrazol-5-yl)pyridra-3-yl]phenyl}-5-(hydroxymethyl)-1,3-oxazoiidin-2-one
856866-72-3

(5R)-3-{3-fluoro-4-[6-(2-methyl-2H-tetrazol-5-yl)pyridra-3-yl]phenyl}-5-(hydroxymethyl)-1,3-oxazoiidin-2-one

C34H29F2N12O8P
1256966-02-5

C34H29F2N12O8P

Conditions
ConditionsYield
With triethylamine; trichlorophosphate In tetrahydrofuran at 20 - 25℃; for 16h; Inert atmosphere;20%
(5R)-3-{3-fluoro-4-[6-(2-methyl-2H-tetrazol-5-yl)pyridra-3-yl]phenyl}-5-(hydroxymethyl)-1,3-oxazoiidin-2-one
856866-72-3

(5R)-3-{3-fluoro-4-[6-(2-methyl-2H-tetrazol-5-yl)pyridra-3-yl]phenyl}-5-(hydroxymethyl)-1,3-oxazoiidin-2-one

BOC-glycine
4530-20-5

BOC-glycine

C24H26FN7O6

C24H26FN7O6

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide In DMF (N,N-dimethyl-formamide) at 20℃; for 10h;
With dmap; dicyclohexyl-carbodiimide In N,N-dimethyl-formamide at 20℃; for 10h; Inert atmosphere;
(5R)-3-{3-fluoro-4-[6-(2-methyl-2H-tetrazol-5-yl)pyridra-3-yl]phenyl}-5-(hydroxymethyl)-1,3-oxazoiidin-2-one
856866-72-3

(5R)-3-{3-fluoro-4-[6-(2-methyl-2H-tetrazol-5-yl)pyridra-3-yl]phenyl}-5-(hydroxymethyl)-1,3-oxazoiidin-2-one

(R)-[3-(4-(2-(2-methyltetrazol-5-yl)pyridin-5-yl)-3-fluorophenyl)-2-oxo-5-oxazolidinyl]methyl disodium phosphate

(R)-[3-(4-(2-(2-methyltetrazol-5-yl)pyridin-5-yl)-3-fluorophenyl)-2-oxo-5-oxazolidinyl]methyl disodium phosphate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: triethyl phosphate; trichlorophosphate / 2 h / 20 °C / Inert atmosphere
2: sodium methylate / methanol / 2 h / 20 °C / Inert atmosphere
View Scheme
(5R)-3-{3-fluoro-4-[6-(2-methyl-2H-tetrazol-5-yl)pyridra-3-yl]phenyl}-5-(hydroxymethyl)-1,3-oxazoiidin-2-one
856866-72-3

(5R)-3-{3-fluoro-4-[6-(2-methyl-2H-tetrazol-5-yl)pyridra-3-yl]phenyl}-5-(hydroxymethyl)-1,3-oxazoiidin-2-one

(R)-3-(4-(2-(2-methyltetrazol-5-yl)pyridin-5-yl)-3-fluorophenyl)-5-(methoxymethyl)oxazolidin-2-one

(R)-3-(4-(2-(2-methyltetrazol-5-yl)pyridin-5-yl)-3-fluorophenyl)-5-(methoxymethyl)oxazolidin-2-one

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: triethylamine / dichloromethane / 0 - 20 °C / Inert atmosphere
2: methanol / 24 h / 20 °C / Inert atmosphere
View Scheme
(5R)-3-{3-fluoro-4-[6-(2-methyl-2H-tetrazol-5-yl)pyridra-3-yl]phenyl}-5-(hydroxymethyl)-1,3-oxazoiidin-2-one
856866-72-3

(5R)-3-{3-fluoro-4-[6-(2-methyl-2H-tetrazol-5-yl)pyridra-3-yl]phenyl}-5-(hydroxymethyl)-1,3-oxazoiidin-2-one

(S)-3-(4-(2-(2-methyltetrazol-5-yl)pyridin-5-yl)-3-fluorophenyl)-5-(dimethylaminomethyl)oxazolidin-2-one

(S)-3-(4-(2-(2-methyltetrazol-5-yl)pyridin-5-yl)-3-fluorophenyl)-5-(dimethylaminomethyl)oxazolidin-2-one

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: triethylamine / dichloromethane / 0 - 20 °C / Inert atmosphere
2: potassium carbonate / N,N-dimethyl-formamide / 30 h / 60 °C / Inert atmosphere
View Scheme
(5R)-3-{3-fluoro-4-[6-(2-methyl-2H-tetrazol-5-yl)pyridra-3-yl]phenyl}-5-(hydroxymethyl)-1,3-oxazoiidin-2-one
856866-72-3

(5R)-3-{3-fluoro-4-[6-(2-methyl-2H-tetrazol-5-yl)pyridra-3-yl]phenyl}-5-(hydroxymethyl)-1,3-oxazoiidin-2-one

(R)-3-(4-(2-(2-methyltetrazol-5-yl)pyridin-5-yl)-3-fluorophenyl)-5-([1,2,4]triazol-1-yl)methyloxazolidin-2-one

(R)-3-(4-(2-(2-methyltetrazol-5-yl)pyridin-5-yl)-3-fluorophenyl)-5-([1,2,4]triazol-1-yl)methyloxazolidin-2-one

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: triethylamine / dichloromethane / 0 - 20 °C / Inert atmosphere
2: sodium hydride / N,N-dimethyl-formamide; mineral oil / 48 h / 20 °C / Inert atmosphere
View Scheme
(5R)-3-{3-fluoro-4-[6-(2-methyl-2H-tetrazol-5-yl)pyridra-3-yl]phenyl}-5-(hydroxymethyl)-1,3-oxazoiidin-2-one
856866-72-3

(5R)-3-{3-fluoro-4-[6-(2-methyl-2H-tetrazol-5-yl)pyridra-3-yl]phenyl}-5-(hydroxymethyl)-1,3-oxazoiidin-2-one

A

(R)-3-(4-(2-(2-methyltetrazol-5-yl)pyridin-5-yl)-3-fluorophenyl)-5-([1,2,3]triazol-1-yl)methyloxazolidin-2-one
700370-32-7

(R)-3-(4-(2-(2-methyltetrazol-5-yl)pyridin-5-yl)-3-fluorophenyl)-5-([1,2,3]triazol-1-yl)methyloxazolidin-2-one

B

(R)-3-(4-(2-(2-methyltetrazol-5-yl)pyridin-5-yl)-3-fluorophenyl)-5-([1,2,3]triazol-2-yl)methyloxazolidin-2-one

(R)-3-(4-(2-(2-methyltetrazol-5-yl)pyridin-5-yl)-3-fluorophenyl)-5-([1,2,3]triazol-2-yl)methyloxazolidin-2-one

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: triethylamine / dichloromethane / 0 - 20 °C / Inert atmosphere
2: sodium hydride / N,N-dimethyl-formamide; mineral oil / 48 h / 20 °C / Inert atmosphere
View Scheme
(5R)-3-{3-fluoro-4-[6-(2-methyl-2H-tetrazol-5-yl)pyridra-3-yl]phenyl}-5-(hydroxymethyl)-1,3-oxazoiidin-2-one
856866-72-3

(5R)-3-{3-fluoro-4-[6-(2-methyl-2H-tetrazol-5-yl)pyridra-3-yl]phenyl}-5-(hydroxymethyl)-1,3-oxazoiidin-2-one

(R)-3-(4-(2-(2-methyltetrazol-5-yl)pyridin-5-yl)-3-fluorophenyl)-5-(azidomethyl)oxazolidin-2-one
1293990-05-2

(R)-3-(4-(2-(2-methyltetrazol-5-yl)pyridin-5-yl)-3-fluorophenyl)-5-(azidomethyl)oxazolidin-2-one

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: triethylamine / dichloromethane / 0 - 20 °C / Inert atmosphere
2: sodium azide / N,N-dimethyl-formamide / 3 h / 90 °C / Inert atmosphere
View Scheme
(5R)-3-{3-fluoro-4-[6-(2-methyl-2H-tetrazol-5-yl)pyridra-3-yl]phenyl}-5-(hydroxymethyl)-1,3-oxazoiidin-2-one
856866-72-3

(5R)-3-{3-fluoro-4-[6-(2-methyl-2H-tetrazol-5-yl)pyridra-3-yl]phenyl}-5-(hydroxymethyl)-1,3-oxazoiidin-2-one

(S)-3-(4-(2-(2-methyltetrazol-5-yl)pyridin-5-yl)-3-fluorophenyl)-5-(aminomethyl)oxazolidin-2-one
1293990-06-3

(S)-3-(4-(2-(2-methyltetrazol-5-yl)pyridin-5-yl)-3-fluorophenyl)-5-(aminomethyl)oxazolidin-2-one

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: triethylamine / dichloromethane / 0 - 20 °C / Inert atmosphere
2: sodium azide / N,N-dimethyl-formamide / 3 h / 90 °C / Inert atmosphere
3: 10% palladium on activated charcoal; hydrogen / methanol / 2 h / 20 °C
View Scheme
(5R)-3-{3-fluoro-4-[6-(2-methyl-2H-tetrazol-5-yl)pyridra-3-yl]phenyl}-5-(hydroxymethyl)-1,3-oxazoiidin-2-one
856866-72-3

(5R)-3-{3-fluoro-4-[6-(2-methyl-2H-tetrazol-5-yl)pyridra-3-yl]phenyl}-5-(hydroxymethyl)-1,3-oxazoiidin-2-one

(S)-N-((3-(4-(2-(2-methyltetrazol-5-yl)pyridin-5-yl)-3-fluorophenyl)-2-oxo-oxazolidin-5-yl)methyl)-2-methoxyacetamide
1293990-07-4

(S)-N-((3-(4-(2-(2-methyltetrazol-5-yl)pyridin-5-yl)-3-fluorophenyl)-2-oxo-oxazolidin-5-yl)methyl)-2-methoxyacetamide

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: triethylamine / dichloromethane / 0 - 20 °C / Inert atmosphere
2: sodium azide / N,N-dimethyl-formamide / 3 h / 90 °C / Inert atmosphere
3: 10% palladium on activated charcoal; hydrogen / methanol / 2 h / 20 °C
4: triethylamine / dichloromethane / 0 - 20 °C / Inert atmosphere
View Scheme
(5R)-3-{3-fluoro-4-[6-(2-methyl-2H-tetrazol-5-yl)pyridra-3-yl]phenyl}-5-(hydroxymethyl)-1,3-oxazoiidin-2-one
856866-72-3

(5R)-3-{3-fluoro-4-[6-(2-methyl-2H-tetrazol-5-yl)pyridra-3-yl]phenyl}-5-(hydroxymethyl)-1,3-oxazoiidin-2-one

(S)-N-((3-(4-(2-(2-methyltetrazol-5-yl)pyridin-5-yl)-3-fluorophenyl)-2-oxo-oxazolidin-5-yl)methyl)furan-2-carboxamide
1293990-08-5

(S)-N-((3-(4-(2-(2-methyltetrazol-5-yl)pyridin-5-yl)-3-fluorophenyl)-2-oxo-oxazolidin-5-yl)methyl)furan-2-carboxamide

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: triethylamine / dichloromethane / 0 - 20 °C / Inert atmosphere
2: sodium azide / N,N-dimethyl-formamide / 3 h / 90 °C / Inert atmosphere
3: 10% palladium on activated charcoal; hydrogen / methanol / 2 h / 20 °C
4: triethylamine / dichloromethane / 0 - 20 °C / Inert atmosphere
View Scheme
(5R)-3-{3-fluoro-4-[6-(2-methyl-2H-tetrazol-5-yl)pyridra-3-yl]phenyl}-5-(hydroxymethyl)-1,3-oxazoiidin-2-one
856866-72-3

(5R)-3-{3-fluoro-4-[6-(2-methyl-2H-tetrazol-5-yl)pyridra-3-yl]phenyl}-5-(hydroxymethyl)-1,3-oxazoiidin-2-one

(S)-N-((3-(4-(2-(2-methyltetrazol-5-yl)pyridin-5-yl)-3-fluorophenyl)-2-oxo-oxazolidin-5-yl)methyl)thiopene-2-carboxamide
1293990-09-6

(S)-N-((3-(4-(2-(2-methyltetrazol-5-yl)pyridin-5-yl)-3-fluorophenyl)-2-oxo-oxazolidin-5-yl)methyl)thiopene-2-carboxamide

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: triethylamine / dichloromethane / 0 - 20 °C / Inert atmosphere
2: sodium azide / N,N-dimethyl-formamide / 3 h / 90 °C / Inert atmosphere
3: 10% palladium on activated charcoal; hydrogen / methanol / 2 h / 20 °C
4: triethylamine / dichloromethane / 0 - 20 °C / Inert atmosphere
View Scheme
(5R)-3-{3-fluoro-4-[6-(2-methyl-2H-tetrazol-5-yl)pyridra-3-yl]phenyl}-5-(hydroxymethyl)-1,3-oxazoiidin-2-one
856866-72-3

(5R)-3-{3-fluoro-4-[6-(2-methyl-2H-tetrazol-5-yl)pyridra-3-yl]phenyl}-5-(hydroxymethyl)-1,3-oxazoiidin-2-one

(S)-2-(benzyloxy)-N-((3-(3-fluoro-4-(6-(2-methyl-2H-tetrazol-5-yl)pyridin-3-yl)phenyl)-2-oxooxazolidin-5-yl)methyl)acetamide
1293990-10-9

(S)-2-(benzyloxy)-N-((3-(3-fluoro-4-(6-(2-methyl-2H-tetrazol-5-yl)pyridin-3-yl)phenyl)-2-oxooxazolidin-5-yl)methyl)acetamide

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: triethylamine / dichloromethane / 0 - 20 °C / Inert atmosphere
2: sodium azide / N,N-dimethyl-formamide / 3 h / 90 °C / Inert atmosphere
3: 10% palladium on activated charcoal; hydrogen / methanol / 2 h / 20 °C
4: triethylamine / dichloromethane / 0 - 20 °C / Inert atmosphere
View Scheme

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