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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. DayangChem can provide different quantiti

(1S,2S)-(1-Benzyl-3-chloro-2-hydroxypropyl)carbamic acid tert-butyl ester

Cas:165727-45-7

Min.Order:1 Kilogram

FOB Price: $3.0

Type:Lab/Research institutions

inquiry

Simagchem Corporation

Welcome to Simagchem, your partner in China as a premier supply of bulk specialty chemicals for industry and life science. We introduce experienced quality product and exceptional JIT service with instant market intelligence in China to benefit our

Ality Chemical Corporation

The above product is Ality Chemical's strong item with best price, good quality and fast supply. Ality Chemical has been focusing on the research and production of this field for over 14 years. At the same time, we are always committed to providi

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

(2S,3S)-(-)-3-tert-Butoxycarbonylamino-1-chloro-4-phenylbutan-2-ol

Cas:165727-45-7

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

(1S, 2S)-(1-benzyl-3-chloro-2-hydroxy-propyl)-carbamic acid tert-butyl ester

Cas:165727-45-7

Min.Order:1 Kilogram

FOB Price: $100.0 / 150.0

Type:Trading Company

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

TIANFU CHEM--(1S, 2S)-(1-BENZYL-3-CHLORO-2-HYDROXY-PROPYL)-CARBAMIC ACID TERT-BUTYL ESTER

Cas:165727-45-7

Min.Order:1 Kilogram

Negotiable

Type:Lab/Research institutions

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 165727-45-7 with competitive price

Cas:165727-45-7

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

(1S,2S)-(1-Benzyl-3-chloro-2-hydroxypropyl)carbamic acid tert-butyl ester 165727-45-7

Cas:165727-45-7

Min.Order:1 Kilogram

Negotiable

Type:Lab/Research institutions

inquiry

Shijiazhuang Sdyano Fine Chemical Co., Ltd

1. Best prices with satisfied quality; 2. It's clients' right to choose the package's Courier (EMS, DHL, FedEx, UPS); 3.It's clients' right to choose the packing way for his produccts from many recent effective packing ways;

(1S, 2S)-(1-BENZYL-3-CHLORO-2-HYDROXY-PROPYL)-CARBAMIC ACID TERT-BUTYL ESTER

Cas:165727-45-7

Min.Order:0 Metric Ton

Negotiable

Type:Trading Company

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

(1S,2S)-(1-Benzyl-3-chloro-2-hydroxypropyl)carbamic acid tert-butyl ester

Cas:165727-45-7

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

(1S,2S)-(1-Benzyl-3-chloro-2-hydroxypropyl)carbamic acid tert-butyl ester

Cas:165727-45-7

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

Xiamen Hisunny Chemical Co.,Ltd

Best quality & Attractive price & Professional service; Trial & Pilot & Commercial Hisunny Chemical is a leading manufacturer and supplier of chemicals in China. We develop produce and distribute high quality intermediates, specia

(1S,2S)-(1-Benzyl-3-chloro-2-hydroxypropyl)carbamic acid tert-butyl ester

Cas:165727-45-7

Min.Order:0

Negotiable

Type:Manufacturers

inquiry

Triumph International Development Limilted

Appearance:white powder Storage:Store in a cool,dry place and keep away from direct strong light Package:packaged in foil bags or tins Application:Use only for laboratory research Transportation:Sea,Air,DHL/TNT/FEdex/UPS/EMS Por

(1S, 2S)-(1-BENZYL-3-CHLORO-2-HYDROXY-PROPYL)-CARBAMIC ACID TERT-BUTYL ESTER

Cas:165727-45-7

Min.Order:10 Gram

FOB Price: $1.0

Type:Lab/Research institutions

inquiry

HANWAYS CHEMPHARM CO.,LIMITED

We are concentrating on the R&D and technical service of APIs and pharmaceutical intermediates Application:Pharmaceutical intermediate Port:Chinese main port

Darunavir intermediate 6

Cas:165727-45-7

Min.Order:1 Kilogram

Negotiable

Type:Trading Company

inquiry

Hangzhou J&H Chemical Co., Ltd.

J&H CHEM 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. J&H CHEM has some Manufacturing base in Jia

(1S,2S)-(1-Benzyl-3-chloro-2-hydroxypropyl)carbamic acid tert-butyl ester

Cas:165727-45-7

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

Hangzhou Lingrui Chemical Co.,Ltd.

(1S, 2S)-(1-benzyl-3-chloro-2-hydroxy-propyl)-carbamic acid tert-butyl esterAppearance:White crystal Storage:IN SHADE Package:according to customers' requirements Application:chemical research Transportation:By air(EMS or EUB or FedEx or TNT ect...)

(1S, 2S)-(1-benzyl-3-chloro-2-hydroxy-propyl)-carbamic acid tert-butyl ester

Cas:165727-45-7

Min.Order:1 Gram

Negotiable

Type:Other

inquiry

Siwei Development Group Ltd.

Product name: (3S)-3-(Tert-Butoxycarbonyl)Amino-1-Chloro-4-Phenyl-(2S)-Butanol CAS No.:165727-45-7 Molecule Formula:C15H22ClNO3 Molecule Weight:299.79 Purity: 99.0% Package: 25kg/drum Description:White or off-white powder Manufacture Standards

Best Quality (3S)-3-(Tert-Butoxycarbonyl)Amino-1-Chloro-4-Phenyl-(2S)-Butanol

Cas:165727-45-7

Min.Order:1 Kilogram

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

165727-45-7 CAS NO.165727-45-7

Cas:165727-45-7

Min.Order:1 Metric Ton

FOB Price: $7.0 / 8.0

Type:Trading Company

inquiry

Hangzhou Zhongqi chem Co.,Ltd.

Located in Hangzhou National Hi-Tech Industrial Development Zone, zhongqichem is a technical company mainly focus on the Custom synthesis, manufacturing, sales of chemicals to various industries. Benefiting from the outstanding customer service and h

Hunan chemfish Pharmaceutical co.,Ltd

Appearance:95%+ Package:R&D,Pilot run Transportation:per client require Port:Express ,Air, Sea

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

(1S,2S)-(1-Benzyl-3-chloro-2-hydroxypropyl)carbamic acid tert-butyl ester

Cas:165727-45-7

Min.Order:0

Negotiable

Type:Lab/Research institutions

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

(1S,2S)-(1-Benzyl-3-chloro-2-hydroxypropyl)carbamic acid tert-butyl ester

Cas:165727-45-7

Min.Order:0

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

(1S, 2S)-(1-benzyl-3-chloro-2-hydroxy-propyl)-carbamic acid tert-butyl ester

Cas:165727-45-7

Min.Order:0

Negotiable

Type:Trading Company

inquiry

GIHI CHEMICALS CO.,LIMITED

Lower price, sample is available,SDS test documents are available,large stock in warehouseAppearance:White powder Storage:Sealed and preserved Package:200/Kilograms Application:Fine chemical intermediates, used as the main raw material for the synthe

(1S, 2S)-(1-Benzyl-3-chloro-2-hydroxy-propyl)-carbamic acid tert-butyl ester

Cas:165727-45-7

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

Lonwin Chemical Group Limited

Shanghai Lonwin Chemical company is a subsidiary of Lonwin Industry Group Limited, was established in 2011 and is headquartered in Shanghai, adjacent to China National Convention and Exhibition Center and Hongqiao transportation hub.Lonwinchem is

JINHUA HUAYI CHEMICAL CO., LTD.

Jinhua huayi chemical co., ltd. is dedicated to the development, production and marketing of chemicals. On the basis of equality and mutual benefit, and under the principle of customer first, credit first, quality first, we are ready to join hands

(3S)-3-(Tert-Butoxycarbonyl)Amino-1-Chloro-4-Phenyl-(2S)-Butanol

Cas:165727-45-7

Min.Order:100 Gram

Negotiable

Type:Lab/Research institutions

inquiry

Hangzhou Dingyan Chem Co., Ltd

R & D enterprises have their own stock in stock Package:1kg Application:pharmaceutical intermediates

(1S,2S)-(1-Benzyl-3-chloro-2-hydroxypropyl)carbamic acid tert-butyl ester

Cas:165727-45-7

Min.Order:0

Negotiable

Type:Manufacturers

inquiry

DB BIOTECH CO., LTD

Q1: Are you a manufacturer Answer: Yes, we are factory founded on 2012.Q2: How to contact with us Click "contact supplier" And then send us message the product you interest in, you will get reply within 12 hours.Q3:Which kind of payment terms do you

(1S, 2S)-(1-BENZYL-3-CHLORO-2-HYDROXY-PROPYL)-CARBAMIC ACID TERT-BUTYL ESTER

Cas:165727-45-7

Min.Order:0

Negotiable

Type:Trading Company

inquiry

Henan Allgreen Chemical Co.,Ltd

high quality Storage:Sealed, dry, microtherm , avoid light and smell. Package:According to the demand of customer Application:Organic synthesis Transportation:by air or by sea

(1S, 2S)-(1-BENZYL-3-CHLORO-2-HYDROXY-PROPYL)-CARBAMIC ACID TERT-BUTYL ESTER

Cas:165727-45-7

Min.Order:0

Negotiable

Type:Manufacturers

inquiry

Aecochem Corp.

Our clients, like BASF,CHEMO,Brenntag,ASR,Evonik,Merck and etc.Appearance:COA Storage:in stock Application:MSDS/TDS

Synthetic route

(S)-tert-butyl (4-chloro-3-oxo-1-phenylbutan-2-yl)carbamate
102123-74-0

(S)-tert-butyl (4-chloro-3-oxo-1-phenylbutan-2-yl)carbamate

tert-butyl ((2S,3S)-4-chloro-3-hydroxy-1-phenylbutan-2-yl)carbamate
165727-45-7

tert-butyl ((2S,3S)-4-chloro-3-hydroxy-1-phenylbutan-2-yl)carbamate

Conditions
ConditionsYield
With isopropyl alcohol; aluminum tri-tert-butoxide In dichloromethane at 50℃; Product distribution / selectivity; Meerwein-Ponndorf-Verley Reduction; Inert atmosphere;95%
With aluminum sec-butoxide In 2-methyl-propan-1-ol; toluene at 15 - 20℃; Large scale;95%
With C38H40ClN2O3RhS In dichloromethane at 25℃; for 1h; Catalytic behavior; Schlenk technique; diastereoselective reaction;93%
(S)-tert-butyl (4-chloro-3-oxo-1-phenylbutan-2-yl)carbamate
102123-74-0

(S)-tert-butyl (4-chloro-3-oxo-1-phenylbutan-2-yl)carbamate

isopropyl alcohol
67-63-0

isopropyl alcohol

tert-butyl ((2S,3S)-4-chloro-3-hydroxy-1-phenylbutan-2-yl)carbamate
165727-45-7

tert-butyl ((2S,3S)-4-chloro-3-hydroxy-1-phenylbutan-2-yl)carbamate

Conditions
ConditionsYield
With diisobutylaluminium hydride In toluene90%
(S)-tert-butyl (4-chloro-3-oxo-1-phenylbutan-2-yl)carbamate
102123-74-0

(S)-tert-butyl (4-chloro-3-oxo-1-phenylbutan-2-yl)carbamate

A

tert-butyl ((2S,3S)-4-chloro-3-hydroxy-1-phenylbutan-2-yl)carbamate
165727-45-7

tert-butyl ((2S,3S)-4-chloro-3-hydroxy-1-phenylbutan-2-yl)carbamate

B

(2R,3S)-1-Chloro-2-hydroxy-3-N-(tert-butoxycarbonyl)amino-4-phenylbutane
162536-40-5

(2R,3S)-1-Chloro-2-hydroxy-3-N-(tert-butoxycarbonyl)amino-4-phenylbutane

C

(1R,2R)[3-chloro-2-hydroxy-1-(phenylmethyl)propyl]carbamic acid 1,1-dimethylethyl ester

(1R,2R)[3-chloro-2-hydroxy-1-(phenylmethyl)propyl]carbamic acid 1,1-dimethylethyl ester

D

(1R,2S)[3-chloro-2-hydroxy-1-(phenylmethyl)propyl]carbamic acid 1,1-dimethylethyl ester
923601-69-8

(1R,2S)[3-chloro-2-hydroxy-1-(phenylmethyl)propyl]carbamic acid 1,1-dimethylethyl ester

Conditions
ConditionsYield
With potassium phosphate buffer; Streptomyces nodosus SC 13149 at 28℃; for 48h; pH=6.8; microbial reduction;A 62%
B n/a
C n/a
D n/a
(S)-tert-butyl (4-chloro-3-oxo-1-phenylbutan-2-yl)carbamate
102123-74-0

(S)-tert-butyl (4-chloro-3-oxo-1-phenylbutan-2-yl)carbamate

A

tert-butyl ((2S,3S)-4-chloro-3-hydroxy-1-phenylbutan-2-yl)carbamate
165727-45-7

tert-butyl ((2S,3S)-4-chloro-3-hydroxy-1-phenylbutan-2-yl)carbamate

B

(2R,3S)-1-Chloro-2-hydroxy-3-N-(tert-butoxycarbonyl)amino-4-phenylbutane
162536-40-5

(2R,3S)-1-Chloro-2-hydroxy-3-N-(tert-butoxycarbonyl)amino-4-phenylbutane

Conditions
ConditionsYield
With sodium tetrahydroborate In tetrahydrofuran; water at 0℃; for 0.75h;A 50%
B n/a
With sodium tetrahydroborate In tetrahydrofuran; water at 0℃; for 0.75h;A n/a
B 50%
With sodium tetrahydroborate In ethanol; toluene at -78 - 0℃; for 8h;A 7.8 g
B n/a
potassium bisulfite

potassium bisulfite

(S)-tert-butyl (4-chloro-3-oxo-1-phenylbutan-2-yl)carbamate
102123-74-0

(S)-tert-butyl (4-chloro-3-oxo-1-phenylbutan-2-yl)carbamate

tert-butyl ((2S,3S)-4-chloro-3-hydroxy-1-phenylbutan-2-yl)carbamate
165727-45-7

tert-butyl ((2S,3S)-4-chloro-3-hydroxy-1-phenylbutan-2-yl)carbamate

Conditions
ConditionsYield
With sodium borohydrid In tetrahydrofuran; water; ethyl acetate50%
di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

(S)-3-amino-(S)-2-hydroxy-4-phenyl-1-chlorobutane hydrochloride

(S)-3-amino-(S)-2-hydroxy-4-phenyl-1-chlorobutane hydrochloride

tert-butyl ((2S,3S)-4-chloro-3-hydroxy-1-phenylbutan-2-yl)carbamate
165727-45-7

tert-butyl ((2S,3S)-4-chloro-3-hydroxy-1-phenylbutan-2-yl)carbamate

Conditions
ConditionsYield
With triethylamine
With triethylamine In tetrahydrofuran at 20℃; Cooling with ice;
(S)-2-tert-butoxycarbonylamino-3-phenyl-propionic acid methyl ester
51987-73-6

(S)-2-tert-butoxycarbonylamino-3-phenyl-propionic acid methyl ester

tert-butyl ((2S,3S)-4-chloro-3-hydroxy-1-phenylbutan-2-yl)carbamate
165727-45-7

tert-butyl ((2S,3S)-4-chloro-3-hydroxy-1-phenylbutan-2-yl)carbamate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: LDA / tetrahydrofuran / 0.5 h / -78 °C
2: 7.8 g / NaBH4 / toluene; ethanol / 8 h / -78 - 0 °C
View Scheme
N-t-butoxycarbonyl-L-phenylalanine 4-nitrophenyl ester
7535-56-0

N-t-butoxycarbonyl-L-phenylalanine 4-nitrophenyl ester

tert-butyl ((2S,3S)-4-chloro-3-hydroxy-1-phenylbutan-2-yl)carbamate
165727-45-7

tert-butyl ((2S,3S)-4-chloro-3-hydroxy-1-phenylbutan-2-yl)carbamate

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: t-BuOK / tetrahydrofuran / 2 h / Heating
1.2: tetrahydrofuran / 4 h / 0 °C
2.1: 81 percent / LiCl; MeSO3H / tetrahydrofuran / 2 h / 70 °C
3.1: 50 percent / NaBH4 / tetrahydrofuran; H2O / 0.75 h / 0 °C
View Scheme
tert-butyl (S)-(4-(dimethyl(oxo)-λ6-sulfanylidene)-3-oxo-1-phenylbutan-2-yl)carbamate
400611-25-8

tert-butyl (S)-(4-(dimethyl(oxo)-λ6-sulfanylidene)-3-oxo-1-phenylbutan-2-yl)carbamate

tert-butyl ((2S,3S)-4-chloro-3-hydroxy-1-phenylbutan-2-yl)carbamate
165727-45-7

tert-butyl ((2S,3S)-4-chloro-3-hydroxy-1-phenylbutan-2-yl)carbamate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 81 percent / LiCl; MeSO3H / tetrahydrofuran / 2 h / 70 °C
2: 50 percent / NaBH4 / tetrahydrofuran; H2O / 0.75 h / 0 °C
View Scheme
tert-butyl ((2S,3S)-4-chloro-3-hydroxy-1-phenylbutan-2-yl)carbamate
165727-45-7

tert-butyl ((2S,3S)-4-chloro-3-hydroxy-1-phenylbutan-2-yl)carbamate

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: Li / tetrahydrofuran / -55 °C
2: 97 percent / H2 / Pd(OH)2/C / 760 Torr
3: Et3N
View Scheme
Multi-step reaction with 3 steps
1: lithium / tetrahydrofuran / 3 h / -65 °C / Inert atmosphere
2: palladium hydroxide on carbon; hydrogen / methanol / 4 h / 20 °C / 760.05 Torr
3: triethylamine / tetrahydrofuran / 20 °C / Cooling with ice
View Scheme
N,N-dibenzyl-(S)-3-amino-(S)-2-hydroxy-4-phenyl-1-chlorobutane hydrochloride

N,N-dibenzyl-(S)-3-amino-(S)-2-hydroxy-4-phenyl-1-chlorobutane hydrochloride

tert-butyl ((2S,3S)-4-chloro-3-hydroxy-1-phenylbutan-2-yl)carbamate
165727-45-7

tert-butyl ((2S,3S)-4-chloro-3-hydroxy-1-phenylbutan-2-yl)carbamate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 97 percent / H2 / Pd(OH)2/C / 760 Torr
2: Et3N
View Scheme
Multi-step reaction with 2 steps
1: palladium hydroxide on carbon; hydrogen / methanol / 4 h / 20 °C / 760.05 Torr
2: triethylamine / tetrahydrofuran / 20 °C / Cooling with ice
View Scheme
(S)-2-(dibenzylamino)-3-phenylpropan-1-ol
111060-52-7

(S)-2-(dibenzylamino)-3-phenylpropan-1-ol

tert-butyl ((2S,3S)-4-chloro-3-hydroxy-1-phenylbutan-2-yl)carbamate
165727-45-7

tert-butyl ((2S,3S)-4-chloro-3-hydroxy-1-phenylbutan-2-yl)carbamate

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 99 percent / pyridine*SO3, DMSO, Et3N / 10 °C
2: Li / tetrahydrofuran / -55 °C
3: 97 percent / H2 / Pd(OH)2/C / 760 Torr
4: Et3N
View Scheme
Multi-step reaction with 4 steps
1: sulfur trioxide pyridine complex; triethylamine / dimethyl sulfoxide / 1.08 h / 15 °C / Cooling with ice
2: lithium / tetrahydrofuran / 3 h / -65 °C / Inert atmosphere
3: palladium hydroxide on carbon; hydrogen / methanol / 4 h / 20 °C / 760.05 Torr
4: triethylamine / tetrahydrofuran / 20 °C / Cooling with ice
View Scheme
N-tert-butoxycarbonyl-L-phenylalanine
13734-34-4

N-tert-butoxycarbonyl-L-phenylalanine

tert-butyl ((2S,3S)-4-chloro-3-hydroxy-1-phenylbutan-2-yl)carbamate
165727-45-7

tert-butyl ((2S,3S)-4-chloro-3-hydroxy-1-phenylbutan-2-yl)carbamate

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 4-methylmorpholine / tetrahydrofuran / 0.33 h / -25 - -20 °C
2: diethyl ether / a) 0 deg C, 2 h, b) RT, overnight
3: 92 percent / HCl / dioxane; diethyl ether / 1 h / 0 °C
4: NaBH4 / tetrahydrofuran; H2O / 0.75 h / 0 °C
View Scheme
Multi-step reaction with 2 steps
1: triethylamine
2: aluminum sec-butoxide / toluene; 2-methyl-propan-1-ol / 15 - 20 °C / Large scale
View Scheme
(3S)-tert-butyl 1-benzyl-3-diazo-2-oxopropylcarbamate
60398-41-6

(3S)-tert-butyl 1-benzyl-3-diazo-2-oxopropylcarbamate

tert-butyl ((2S,3S)-4-chloro-3-hydroxy-1-phenylbutan-2-yl)carbamate
165727-45-7

tert-butyl ((2S,3S)-4-chloro-3-hydroxy-1-phenylbutan-2-yl)carbamate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 92 percent / HCl / dioxane; diethyl ether / 1 h / 0 °C
2: NaBH4 / tetrahydrofuran; H2O / 0.75 h / 0 °C
View Scheme
Boc-Phe-O-COO-isoBu
67729-36-6, 60398-40-5

Boc-Phe-O-COO-isoBu

tert-butyl ((2S,3S)-4-chloro-3-hydroxy-1-phenylbutan-2-yl)carbamate
165727-45-7

tert-butyl ((2S,3S)-4-chloro-3-hydroxy-1-phenylbutan-2-yl)carbamate

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: diethyl ether / a) 0 deg C, 2 h, b) RT, overnight
2: 92 percent / HCl / dioxane; diethyl ether / 1 h / 0 °C
3: NaBH4 / tetrahydrofuran; H2O / 0.75 h / 0 °C
View Scheme
triisobutylaluminum
100-99-2

triisobutylaluminum

(S)-tert-butyl (4-chloro-3-oxo-1-phenylbutan-2-yl)carbamate
102123-74-0

(S)-tert-butyl (4-chloro-3-oxo-1-phenylbutan-2-yl)carbamate

isopropyl alcohol
67-63-0

isopropyl alcohol

tert-butyl ((2S,3S)-4-chloro-3-hydroxy-1-phenylbutan-2-yl)carbamate
165727-45-7

tert-butyl ((2S,3S)-4-chloro-3-hydroxy-1-phenylbutan-2-yl)carbamate

Conditions
ConditionsYield
In hexane; toluene
Triisopropyl borate
5419-55-6

Triisopropyl borate

triisobutylaluminum
100-99-2

triisobutylaluminum

(S)-tert-butyl (4-chloro-3-oxo-1-phenylbutan-2-yl)carbamate
102123-74-0

(S)-tert-butyl (4-chloro-3-oxo-1-phenylbutan-2-yl)carbamate

tert-butyl ((2S,3S)-4-chloro-3-hydroxy-1-phenylbutan-2-yl)carbamate
165727-45-7

tert-butyl ((2S,3S)-4-chloro-3-hydroxy-1-phenylbutan-2-yl)carbamate

Conditions
ConditionsYield
In hexane; toluene
diethyl(ethoxy)aluminum
1586-92-1

diethyl(ethoxy)aluminum

(S)-tert-butyl (4-chloro-3-oxo-1-phenylbutan-2-yl)carbamate
102123-74-0

(S)-tert-butyl (4-chloro-3-oxo-1-phenylbutan-2-yl)carbamate

tert-butyl ((2S,3S)-4-chloro-3-hydroxy-1-phenylbutan-2-yl)carbamate
165727-45-7

tert-butyl ((2S,3S)-4-chloro-3-hydroxy-1-phenylbutan-2-yl)carbamate

Conditions
ConditionsYield
With hydrogenchloride In toluene
1,1-Diphenylmethanol
91-01-0

1,1-Diphenylmethanol

triisobutylaluminum
100-99-2

triisobutylaluminum

(S)-tert-butyl (4-chloro-3-oxo-1-phenylbutan-2-yl)carbamate
102123-74-0

(S)-tert-butyl (4-chloro-3-oxo-1-phenylbutan-2-yl)carbamate

tert-butyl ((2S,3S)-4-chloro-3-hydroxy-1-phenylbutan-2-yl)carbamate
165727-45-7

tert-butyl ((2S,3S)-4-chloro-3-hydroxy-1-phenylbutan-2-yl)carbamate

Conditions
ConditionsYield
With methanesulfonic acid In hexane; toluene
(2S,3R)-2-amino-4-chloro-1-phenylbutan-3-ol hydrochloride
369362-96-9

(2S,3R)-2-amino-4-chloro-1-phenylbutan-3-ol hydrochloride

di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

A

tert-butyl ((2S,3S)-4-chloro-3-hydroxy-1-phenylbutan-2-yl)carbamate
165727-45-7

tert-butyl ((2S,3S)-4-chloro-3-hydroxy-1-phenylbutan-2-yl)carbamate

B

(2R,3S)-1-Chloro-2-hydroxy-3-N-(tert-butoxycarbonyl)amino-4-phenylbutane
162536-40-5

(2R,3S)-1-Chloro-2-hydroxy-3-N-(tert-butoxycarbonyl)amino-4-phenylbutane

Conditions
ConditionsYield
With sodium hydroxide In methanol; water; toluene at 25℃; for 3h; pH=7; Product distribution / selectivity;
L-phenylalanine
63-91-2

L-phenylalanine

tert-butyl ((2S,3S)-4-chloro-3-hydroxy-1-phenylbutan-2-yl)carbamate
165727-45-7

tert-butyl ((2S,3S)-4-chloro-3-hydroxy-1-phenylbutan-2-yl)carbamate

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1.1: sodium tetrahydroborate; iodine / tetrahydrofuran / Cooling with ice; Reflux
2.1: potassium carbonate / methanol; water / 0.17 h / Reflux
2.2: 1 h / Heating
3.1: sulfur trioxide pyridine complex; triethylamine / dimethyl sulfoxide / 1.08 h / 15 °C / Cooling with ice
4.1: lithium / tetrahydrofuran / 3 h / -65 °C / Inert atmosphere
5.1: palladium hydroxide on carbon; hydrogen / methanol / 4 h / 20 °C / 760.05 Torr
6.1: triethylamine / tetrahydrofuran / 20 °C / Cooling with ice
View Scheme
L-Phenylalaninol
3182-95-4

L-Phenylalaninol

tert-butyl ((2S,3S)-4-chloro-3-hydroxy-1-phenylbutan-2-yl)carbamate
165727-45-7

tert-butyl ((2S,3S)-4-chloro-3-hydroxy-1-phenylbutan-2-yl)carbamate

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: potassium carbonate / methanol; water / 0.17 h / Reflux
1.2: 1 h / Heating
2.1: sulfur trioxide pyridine complex; triethylamine / dimethyl sulfoxide / 1.08 h / 15 °C / Cooling with ice
3.1: lithium / tetrahydrofuran / 3 h / -65 °C / Inert atmosphere
4.1: palladium hydroxide on carbon; hydrogen / methanol / 4 h / 20 °C / 760.05 Torr
5.1: triethylamine / tetrahydrofuran / 20 °C / Cooling with ice
View Scheme
C15H20N3O3(1+)
910642-68-1

C15H20N3O3(1+)

tert-butyl ((2S,3S)-4-chloro-3-hydroxy-1-phenylbutan-2-yl)carbamate
165727-45-7

tert-butyl ((2S,3S)-4-chloro-3-hydroxy-1-phenylbutan-2-yl)carbamate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: hydrogenchloride
2: aluminum isopropoxide / isopropyl alcohol / 3 h / Reflux
View Scheme
(S)-3-(tert-butoxycarbonyl)amino-4-phenyl-2-butanone
85613-64-5

(S)-3-(tert-butoxycarbonyl)amino-4-phenyl-2-butanone

tert-butyl ((2S,3S)-4-chloro-3-hydroxy-1-phenylbutan-2-yl)carbamate
165727-45-7

tert-butyl ((2S,3S)-4-chloro-3-hydroxy-1-phenylbutan-2-yl)carbamate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: hydrogenchloride / ethyl acetate; water / 2.5 h / 20 °C
2: sodium carbonate; hydrogen; C44H48FeIrNO2P(1+)*C32H12BF24(1-) / methanol / 2 h / 20 °C
View Scheme
tert-butyl ((2S,3S)-4-chloro-3-hydroxy-1-phenylbutan-2-yl)carbamate
165727-45-7

tert-butyl ((2S,3S)-4-chloro-3-hydroxy-1-phenylbutan-2-yl)carbamate

(1-oxiranyl-2-phenylethyl)carbamic acid tert-butyl ester
98760-08-8, 98818-34-9, 98818-35-0, 103127-56-6, 98737-29-2

(1-oxiranyl-2-phenylethyl)carbamic acid tert-butyl ester

Conditions
ConditionsYield
With potassium carbonate In methanol100%
With potassium tert-butylate In tetrahydrofuran; isopropyl alcohol at 16℃; for 0.5h;96%
With potassium carbonate; citric acid In ethanol; n-heptane; water; toluene95%
methanesulfonyl chloride
124-63-0

methanesulfonyl chloride

tert-butyl ((2S,3S)-4-chloro-3-hydroxy-1-phenylbutan-2-yl)carbamate
165727-45-7

tert-butyl ((2S,3S)-4-chloro-3-hydroxy-1-phenylbutan-2-yl)carbamate

(1S,2S)-(1-benzyl-3-chloro-2-methanesulfonyloxypropyl)carbamate tert-butyl ester

(1S,2S)-(1-benzyl-3-chloro-2-methanesulfonyloxypropyl)carbamate tert-butyl ester

Conditions
ConditionsYield
With triethylamine In toluene at 35℃; for 2h; Temperature; Inert atmosphere;99.1%
isobutylamine
78-81-9

isobutylamine

tert-butyl ((2S,3S)-4-chloro-3-hydroxy-1-phenylbutan-2-yl)carbamate
165727-45-7

tert-butyl ((2S,3S)-4-chloro-3-hydroxy-1-phenylbutan-2-yl)carbamate

(2R,3S)-3-tert-butoxycarbonylamino-1-isobutylamino-4-phenyl-2-butanol
160232-08-6

(2R,3S)-3-tert-butoxycarbonylamino-1-isobutylamino-4-phenyl-2-butanol

Conditions
ConditionsYield
With potassium hydroxide In ethanol at 15 - 20℃; Large scale;97.3%
With sodium carbonate In water at 60 - 65℃; for 3h;105 g
With sodium carbonate In water at 60 - 65℃; for 3h;105 g
isopropyl alcohol
67-63-0

isopropyl alcohol

tert-butyl ((2S,3S)-4-chloro-3-hydroxy-1-phenylbutan-2-yl)carbamate
165727-45-7

tert-butyl ((2S,3S)-4-chloro-3-hydroxy-1-phenylbutan-2-yl)carbamate

citric acid
77-92-9

citric acid

(1-oxiranyl-2-phenylethyl)carbamic acid tert-butyl ester
98760-08-8, 98818-34-9, 98818-35-0, 103127-56-6, 98737-29-2

(1-oxiranyl-2-phenylethyl)carbamic acid tert-butyl ester

Conditions
ConditionsYield
With sodium hydroxide In water87%
tert-butyl ((2S,3S)-4-chloro-3-hydroxy-1-phenylbutan-2-yl)carbamate
165727-45-7

tert-butyl ((2S,3S)-4-chloro-3-hydroxy-1-phenylbutan-2-yl)carbamate

(2R,3S)-3-[N-(tert-butyloxycarbonyl)amino]-1,2-epoxy-4-phenylbutane
98760-08-8

(2R,3S)-3-[N-(tert-butyloxycarbonyl)amino]-1,2-epoxy-4-phenylbutane

Conditions
ConditionsYield
With sodium hydroxide In methanol; ethanol at 0 - 20℃; for 4.5h; Time;74%
Multi-step reaction with 3 steps
1: thionyl chloride / tert-butyl methyl ether / 8 h / 10 - 55 °C
2: triethylamine; dmap / tert-butyl methyl ether / 8 h / 10 - 20 °C
3: potassium hydroxide / ethanol / 0.5 h / 5 °C
View Scheme
Multi-step reaction with 3 steps
1: triethylamine / toluene / 2 h / 35 °C / Inert atmosphere
2: 18-crown-6 ether / toluene / 3 h / 70 °C
3: potassium hydroxide / tetrahydrofuran; ethanol / 2 h / -15 °C / Inert atmosphere
View Scheme
tetrabutylammonium acetate
10534-59-5

tetrabutylammonium acetate

tert-butyl ((2S,3S)-4-chloro-3-hydroxy-1-phenylbutan-2-yl)carbamate
165727-45-7

tert-butyl ((2S,3S)-4-chloro-3-hydroxy-1-phenylbutan-2-yl)carbamate

(2S, 3S)-1-acetoxy-3-(t-butoxycarbonylamino)-2-hydroxy-4-phenylbutane
180713-67-1

(2S, 3S)-1-acetoxy-3-(t-butoxycarbonylamino)-2-hydroxy-4-phenylbutane

Conditions
ConditionsYield
In acetonitrile for 18h; Heating / reflux;70%
In methanol; water; ethyl acetate; acetonitrile
tert-butyl ((2S,3S)-4-chloro-3-hydroxy-1-phenylbutan-2-yl)carbamate
165727-45-7

tert-butyl ((2S,3S)-4-chloro-3-hydroxy-1-phenylbutan-2-yl)carbamate

(4R)-4-{1-[(S)-(tert-butoxycarbonyl)amino]-2-phenylethyl}-γ-butyrolactone
135130-98-2

(4R)-4-{1-[(S)-(tert-butoxycarbonyl)amino]-2-phenylethyl}-γ-butyrolactone

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 89 percent / KOH / ethanol / 2 h / 20 °C
2: 90 percent / EtONa / ethanol / 20 °C
3: LiOH / dimethylformamide; H2O / 6 h / 50 °C
4: toluene / 5 h / Heating
View Scheme
tert-butyl ((2S,3S)-4-chloro-3-hydroxy-1-phenylbutan-2-yl)carbamate
165727-45-7

tert-butyl ((2S,3S)-4-chloro-3-hydroxy-1-phenylbutan-2-yl)carbamate

3-carbethoxy-5(R)-<1'-(S)-<(tert-butyloxycarbonyl)amino>-2-phenylethyl>dihydrofuran-2(3H)-one
338462-91-2

3-carbethoxy-5(R)-<1'-(S)-<(tert-butyloxycarbonyl)amino>-2-phenylethyl>dihydrofuran-2(3H)-one

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 89 percent / KOH / ethanol / 2 h / 20 °C
2: 90 percent / EtONa / ethanol / 20 °C
View Scheme
tert-butyl ((2S,3S)-4-chloro-3-hydroxy-1-phenylbutan-2-yl)carbamate
165727-45-7

tert-butyl ((2S,3S)-4-chloro-3-hydroxy-1-phenylbutan-2-yl)carbamate

(R)-5-((S)-1-tert-Butoxycarbonylamino-2-phenyl-ethyl)-2-oxo-tetrahydro-furan-3-carboxylic acid

(R)-5-((S)-1-tert-Butoxycarbonylamino-2-phenyl-ethyl)-2-oxo-tetrahydro-furan-3-carboxylic acid

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 89 percent / KOH / ethanol / 2 h / 20 °C
2: 90 percent / EtONa / ethanol / 20 °C
3: LiOH / dimethylformamide; H2O / 6 h / 50 °C
View Scheme
tert-butyl ((2S,3S)-4-chloro-3-hydroxy-1-phenylbutan-2-yl)carbamate
165727-45-7

tert-butyl ((2S,3S)-4-chloro-3-hydroxy-1-phenylbutan-2-yl)carbamate

{(S)-1-[(2R,4R)-4-(4-Benzyl-benzyl)-5-oxo-tetrahydro-furan-2-yl]-2-phenyl-ethyl}-carbamic acid tert-butyl ester

{(S)-1-[(2R,4R)-4-(4-Benzyl-benzyl)-5-oxo-tetrahydro-furan-2-yl]-2-phenyl-ethyl}-carbamic acid tert-butyl ester

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1.1: 89 percent / KOH / ethanol / 2 h / 20 °C
2.1: 90 percent / EtONa / ethanol / 20 °C
3.1: LiOH / dimethylformamide; H2O / 6 h / 50 °C
4.1: toluene / 5 h / Heating
5.1: LDA / tetrahydrofuran / 0.5 h / -78 °C
5.2: tetrahydrofuran / 0.5 h / -78 °C
5.3: 80 percent / Ac2O; Et3N / 1 h / 120 °C
6.1: H2 / Pd/C / ethyl acetate / 24 h / 20 °C
View Scheme
tert-butyl ((2S,3S)-4-chloro-3-hydroxy-1-phenylbutan-2-yl)carbamate
165727-45-7

tert-butyl ((2S,3S)-4-chloro-3-hydroxy-1-phenylbutan-2-yl)carbamate

tert-butyl (S)-(1-((R)-4-(2-phenyl-1,3-dioxolan-2-yl)benzylidene)-tetrahydro-5-oxofuran-2-yl)-2-phenylethylcarbamate
794525-84-1

tert-butyl (S)-(1-((R)-4-(2-phenyl-1,3-dioxolan-2-yl)benzylidene)-tetrahydro-5-oxofuran-2-yl)-2-phenylethylcarbamate

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: 89 percent / KOH / ethanol / 2 h / 20 °C
2.1: 90 percent / EtONa / ethanol / 20 °C
3.1: LiOH / dimethylformamide; H2O / 6 h / 50 °C
4.1: toluene / 5 h / Heating
5.1: LDA / tetrahydrofuran / 0.5 h / -78 °C
5.2: tetrahydrofuran / 0.5 h / -78 °C
5.3: 80 percent / Ac2O; Et3N / 1 h / 120 °C
View Scheme
tert-butyl ((2S,3S)-4-chloro-3-hydroxy-1-phenylbutan-2-yl)carbamate
165727-45-7

tert-butyl ((2S,3S)-4-chloro-3-hydroxy-1-phenylbutan-2-yl)carbamate

tert-butyl (S)-(1-((2R,4R)-4-(2-phenyl-1,3-dioxolan-2-yl)benzyl)-tetrahydro-5-oxofuran-2-yl)-2-phenylethylcarbamate
794525-86-3

tert-butyl (S)-(1-((2R,4R)-4-(2-phenyl-1,3-dioxolan-2-yl)benzyl)-tetrahydro-5-oxofuran-2-yl)-2-phenylethylcarbamate

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1.1: 89 percent / KOH / ethanol / 2 h / 20 °C
2.1: 90 percent / EtONa / ethanol / 20 °C
3.1: LiOH / dimethylformamide; H2O / 6 h / 50 °C
4.1: toluene / 5 h / Heating
5.1: LDA / tetrahydrofuran / 0.5 h / -78 °C
5.2: tetrahydrofuran / 0.5 h / -78 °C
5.3: 80 percent / Ac2O; Et3N / 1 h / 120 °C
6.1: 90 percent / H2 / PtO2 / ethyl acetate / 2 h / 20 °C
View Scheme
tert-butyl ((2S,3S)-4-chloro-3-hydroxy-1-phenylbutan-2-yl)carbamate
165727-45-7

tert-butyl ((2S,3S)-4-chloro-3-hydroxy-1-phenylbutan-2-yl)carbamate

(2R,4R,5S)-5-tert-Butoxycarbonylamino-4-hydroxy-6-phenyl-2-[4-(2-phenyl-[1,3]dioxolan-2-yl)-benzyl]-hexanoic acid
1026641-14-4

(2R,4R,5S)-5-tert-Butoxycarbonylamino-4-hydroxy-6-phenyl-2-[4-(2-phenyl-[1,3]dioxolan-2-yl)-benzyl]-hexanoic acid

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1.1: 89 percent / KOH / ethanol / 2 h / 20 °C
2.1: 90 percent / EtONa / ethanol / 20 °C
3.1: LiOH / dimethylformamide; H2O / 6 h / 50 °C
4.1: toluene / 5 h / Heating
5.1: LDA / tetrahydrofuran / 0.5 h / -78 °C
5.2: tetrahydrofuran / 0.5 h / -78 °C
5.3: 80 percent / Ac2O; Et3N / 1 h / 120 °C
6.1: 90 percent / H2 / PtO2 / ethyl acetate / 2 h / 20 °C
7.1: LiOH / dimethylformamide; H2O / 20 °C
View Scheme
tert-butyl ((2S,3S)-4-chloro-3-hydroxy-1-phenylbutan-2-yl)carbamate
165727-45-7

tert-butyl ((2S,3S)-4-chloro-3-hydroxy-1-phenylbutan-2-yl)carbamate

5(S)-tert-butoxycarbonylamino-4(R)-(tert-butyldimethylsilanyloxy)-6-phenyl-2-(4-(2-phenyl-1,3-dioxolan-2-yl)-benzyl)hexanoic acid
794525-87-4

5(S)-tert-butoxycarbonylamino-4(R)-(tert-butyldimethylsilanyloxy)-6-phenyl-2-(4-(2-phenyl-1,3-dioxolan-2-yl)-benzyl)hexanoic acid

Conditions
ConditionsYield
Multi-step reaction with 8 steps
1.1: 89 percent / KOH / ethanol / 2 h / 20 °C
2.1: 90 percent / EtONa / ethanol / 20 °C
3.1: LiOH / dimethylformamide; H2O / 6 h / 50 °C
4.1: toluene / 5 h / Heating
5.1: LDA / tetrahydrofuran / 0.5 h / -78 °C
5.2: tetrahydrofuran / 0.5 h / -78 °C
5.3: 80 percent / Ac2O; Et3N / 1 h / 120 °C
6.1: 90 percent / H2 / PtO2 / ethyl acetate / 2 h / 20 °C
7.1: LiOH / dimethylformamide; H2O / 20 °C
8.1: imidazole / dimethylformamide / 20 °C
8.2: MeOH / dimethylformamide / 2 h
View Scheme
tert-butyl ((2S,3S)-4-chloro-3-hydroxy-1-phenylbutan-2-yl)carbamate
165727-45-7

tert-butyl ((2S,3S)-4-chloro-3-hydroxy-1-phenylbutan-2-yl)carbamate

{1S-benzyl-4R-[1-(1S-carbamoyl-2-phenyl-ethylcarbamoyl)-3-(1S)-methyl-butylcarbamoyl]-2R-hydroxy-5-[4-(2-phenyl-[1.3]dioxolan-2-yl)phenyl]-pentyl}carbamic acid tert-butyl ester
794525-90-9

{1S-benzyl-4R-[1-(1S-carbamoyl-2-phenyl-ethylcarbamoyl)-3-(1S)-methyl-butylcarbamoyl]-2R-hydroxy-5-[4-(2-phenyl-[1.3]dioxolan-2-yl)phenyl]-pentyl}carbamic acid tert-butyl ester

Conditions
ConditionsYield
Multi-step reaction with 10 steps
1.1: 89 percent / KOH / ethanol / 2 h / 20 °C
2.1: 90 percent / EtONa / ethanol / 20 °C
3.1: LiOH / dimethylformamide; H2O / 6 h / 50 °C
4.1: toluene / 5 h / Heating
5.1: LDA / tetrahydrofuran / 0.5 h / -78 °C
5.2: tetrahydrofuran / 0.5 h / -78 °C
5.3: 80 percent / Ac2O; Et3N / 1 h / 120 °C
6.1: 90 percent / H2 / PtO2 / ethyl acetate / 2 h / 20 °C
7.1: LiOH / dimethylformamide; H2O / 20 °C
8.1: imidazole / dimethylformamide / 20 °C
8.2: MeOH / dimethylformamide / 2 h
9.1: 88 percent / 1-(dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride; 1-hydroxybenzotriazole; Hunig's base / dimethylformamide / 20 °C
10.1: 71 percent / tetrabutylammonium fluoride / tetrahydrofuran / 20 °C
View Scheme
tert-butyl ((2S,3S)-4-chloro-3-hydroxy-1-phenylbutan-2-yl)carbamate
165727-45-7

tert-butyl ((2S,3S)-4-chloro-3-hydroxy-1-phenylbutan-2-yl)carbamate

{1S-benzyl-2R-(tert-butyldimethylsilanyloxy)-4R-[1-(1S-carbamoyl-2-phenyl-ethylcarbamoyl)-3-(1S)-methyl-butylcarbamoyl]-5-[4-(2-phenyl-[1.3]dioxolan-2-yl)phenyl]-pentyl}carbamic acid tert-butyl ester
794525-88-5

{1S-benzyl-2R-(tert-butyldimethylsilanyloxy)-4R-[1-(1S-carbamoyl-2-phenyl-ethylcarbamoyl)-3-(1S)-methyl-butylcarbamoyl]-5-[4-(2-phenyl-[1.3]dioxolan-2-yl)phenyl]-pentyl}carbamic acid tert-butyl ester

Conditions
ConditionsYield
Multi-step reaction with 9 steps
1.1: 89 percent / KOH / ethanol / 2 h / 20 °C
2.1: 90 percent / EtONa / ethanol / 20 °C
3.1: LiOH / dimethylformamide; H2O / 6 h / 50 °C
4.1: toluene / 5 h / Heating
5.1: LDA / tetrahydrofuran / 0.5 h / -78 °C
5.2: tetrahydrofuran / 0.5 h / -78 °C
5.3: 80 percent / Ac2O; Et3N / 1 h / 120 °C
6.1: 90 percent / H2 / PtO2 / ethyl acetate / 2 h / 20 °C
7.1: LiOH / dimethylformamide; H2O / 20 °C
8.1: imidazole / dimethylformamide / 20 °C
8.2: MeOH / dimethylformamide / 2 h
9.1: 88 percent / 1-(dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride; 1-hydroxybenzotriazole; Hunig's base / dimethylformamide / 20 °C
View Scheme
tert-butyl ((2S,3S)-4-chloro-3-hydroxy-1-phenylbutan-2-yl)carbamate
165727-45-7

tert-butyl ((2S,3S)-4-chloro-3-hydroxy-1-phenylbutan-2-yl)carbamate

(2S,4R)-1-((2R,3S)-3-Amino-2-hydroxy-4-phenyl-butyl)-4-hydroxy-piperidine-2-carboxylic acid tert-butylamide

(2S,4R)-1-((2R,3S)-3-Amino-2-hydroxy-4-phenyl-butyl)-4-hydroxy-piperidine-2-carboxylic acid tert-butylamide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: KOH / methanol
2: 1.) basic alumina, 2.) conc. HCl / 1.) THF, 45-50 deg C, 23 h, 2.) H2O, 1 h
View Scheme
tert-butyl ((2S,3S)-4-chloro-3-hydroxy-1-phenylbutan-2-yl)carbamate
165727-45-7

tert-butyl ((2S,3S)-4-chloro-3-hydroxy-1-phenylbutan-2-yl)carbamate

(2S,4R)-1-((2R,3S)-3-Amino-2-hydroxy-4-phenyl-butyl)-4-(pyridin-4-ylmethoxy)-piperidine-2-carboxylic acid tert-butylamide
190508-37-3

(2S,4R)-1-((2R,3S)-3-Amino-2-hydroxy-4-phenyl-butyl)-4-(pyridin-4-ylmethoxy)-piperidine-2-carboxylic acid tert-butylamide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: KOH / methanol
2: 1.) basic alumina, 2.) conc. HCl / 1.) THF, 45-50 deg C, 23 h, 2.) H2O, 1 h
View Scheme
tert-butyl ((2S,3S)-4-chloro-3-hydroxy-1-phenylbutan-2-yl)carbamate
165727-45-7

tert-butyl ((2S,3S)-4-chloro-3-hydroxy-1-phenylbutan-2-yl)carbamate

[(1S,2R)-1-Benzyl-3-((2S,4R)-2-tert-butylcarbamoyl-4-hydroxy-piperidin-1-yl)-2-hydroxy-propyl]-carbamic acid tert-butyl ester

[(1S,2R)-1-Benzyl-3-((2S,4R)-2-tert-butylcarbamoyl-4-hydroxy-piperidin-1-yl)-2-hydroxy-propyl]-carbamic acid tert-butyl ester

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: KOH / methanol
2: basic alumina / tetrahydrofuran / 50 °C
View Scheme

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