ChemicalBook > CAS DataBase List > (1S, 2S)-(1-BENZYL-3-CHLORO-2-HYDROXY-PROPYL)-CARBAMIC ACID TERT-BUTYL ESTER

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

Application

Product Name: (1S, 2S)-(1-BENZYL-3-CHLORO-2-HYDROXY-PROPYL)-CARBAMIC ACID TERT-BUTYL ESTER
CAS No.: 165727-45-7
Chemical Name: (1S, 2S)-(1-BENZYL-3-CHLORO-2-HYDROXY-PROPYL)-CARBAMIC ACID TERT-BUTYL ESTER
Synonyms: (1S, 2S)-[3-Chloro-2-hydroxy-1-(phenylmethyl)-;(3s)-1-Chloro-3-(Boc-amino)-4-Phenyl-2-Butanol;(2S,3S)-N-t-butyloxycarbonyl-3-amino-1-chloro-2-phenylbutanol;2S,3S-(1-Chloro-3-(t-butoxycarbonylamino)-4-phenyl-butan-2-ol);(1S, 2S)-(1-benzyl-3-chloro-2-hydroxy-propyl)-carbamic acid ...;(2S,3S)-(-)-3-T-BUTOXYCARBONYLAMINO-1-CHLORO-4-PHENYL-BUTAN-2-OL;(3S)-3-(tert-Butoxycarbonyl)amino-1-chloro-4-phenyl-(2S)-butanol;Tert-Butyl (2S,3S)-4-chloro-3-hydroxy-1-phenylbutan-2-ylcarbamate;(2S,3S)-3-(tert-Butoxycarbonylamino)-1-chloro-2-hydroxy-4-phenylbutane;(2S，3S)-N-tert-Butoxycarbonyl-3-amino-1-chloro-2-hydroxy-4-phenylbutane
CBNumber: CB0127655
Molecular Formula: C15H22ClNO3
Formula Weight: 299.79
MOL File: 165727-45-7.mol

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

Boiling point:: 460.5±45.0 °C(Predicted)
Density: 1.153±0.06 g/cm3(Predicted)
storage temp.: 2-8°C
pka: 11.92±0.46(Predicted)
Appearance: White to off-white Solid
optical activity: Consistent with structure
CAS DataBase Reference: 165727-45-7(CAS DataBase Reference)

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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

AK Scientific

Product number: J99836
Product name: tert-Butyl((2S,3S)-4-chloro-3-hydroxy-1-phenylbutan-2-yl)carbamate
Packaging: 1g
Price: $220
Updated: 2021/12/16

American Custom Chemicals Corporation

Product number: HCH0014412
Product name: (1S,2S)-[3-CHLORO-2-HYDROXY-1-(PHENYLMETHYL)PROPYL]CARBAMIC ACID 1,1-DIMETHYLETHYL ESTER
Purity: 95.00%
Packaging: 1G
Price: $869.55
Updated: 2021/12/16

AK Scientific

Product number: J99836
Product name: tert-Butyl((2S,3S)-4-chloro-3-hydroxy-1-phenylbutan-2-yl)carbamate
Packaging: 10g
Price: $1100
Updated: 2021/12/16

Ambeed

Product number: A206916
Product name: tert-Butyl((2S,3S)-4-chloro-3-hydroxy-1-phenylbutan-2-yl)carbamate
Purity: 95%
Packaging: 100g
Price: $1361
Updated: 2021/12/16

Chemenu

Product number: CM132057
Product name: tert-butyl((2S,3S)-4-chloro-3-hydroxy-1-phenylbutan-2-yl)carbamate
Purity: 95%
Packaging: 25g
Price: $1851
Updated: 2021/12/16

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

Application

(1S,2S)-(1-benzyl-3-chloro-2-hydroxypropyl) tert-butyl carbamate is mainly used as an intermediate in the active pharmaceutical ingredient darunavir, primarily in laboratory research and development processes and pharmaceutical and chemical production processes.

Synthesis

102123-74-0

165727-45-7

Using (3S)-3-(tert-butoxycarbonyl)amino-1-chloro-4-phenyl-2-butanone as starting material, the MPV reduction reaction was carried out in different organic solvents according to the methodology described in Example 3, where the target solvent was substituted for toluene. Isopropanol (10%) was added to each solvent to ensure that the reaction was completed in a suitable time. Table 1 shows the results of these reactions. The (R,S)/(S,S) ratios increased when the reactions were carried out in nonproton polar solvents such as ethyl acetate and THF. Although not subject to any theoretical constraints, it is hypothesized that the hydrogen bonding between ketone 1 and Al(OiPr)3 may facilitate the reaction rate by maintaining the coordination state of 1 with the aluminum center, thus bringing the two reaction centers closer together. Table 1 lists the results of MPV reduction of 1 in different organic solvents.

References

[1] Patent: WO2011/60302, 2011, A1. Location in patent: Page/Page column 20
[2] Patent: CN104387299, 2016, B. Location in patent: Paragraph 0082; 0083
[3] Patent: US2002/151722, 2002, A1
[4] Tetrahedron Asymmetry, 1997, vol. 8, # 15, p. 2547 - 2552
[5] Patent: US5936104, 1999, A

(1S, 2S)-(1-BENZYL-3-CHLORO-2-HYDROXY-PROPYL)-CARBAMIC ACID TERT-BUTYL ESTER Preparation Products And Raw materials

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View Lastest Price from (1S, 2S)-(1-BENZYL-3-CHLORO-2-HYDROXY-PROPYL)-CARBAMIC ACID TERT-BUTYL ESTER manufacturers

Shanghai Joiny Pharmaceutical Co.,LTD

Product: (1S,2S)-(1-Benzyl-3-chloro-2-hydroxypropyl)carbamic acid tert-butyl ester 165727-45-7
Price: US $0.00/kg
Min. Order: 1kg
Purity: 99%
Supply Ability: 1000kg
Release date: 2024-12-04

Career Henan Chemical Co

Product: (1S, 2S)-(1-BENZYL-3-CHLORO-2-HYDROXY-PROPYL)-CARBAMIC ACID TERT-BUTYL ESTER 165727-45-7
Price: US $1.00/KG
Min. Order: 1KG
Purity: 98%
Supply Ability: 100KG
Release date: 2018-08-20

165727-45-7, (1S, 2S)-(1-BENZYL-3-CHLORO-2-HYDROXY-PROPYL)-CARBAMIC ACID TERT-BUTYL ESTERRelated Search:

[(1S,2R)-1-Benzyl-2-hydroxy-3-[isobutyl-[(4-aminophenyl)sulfonyl]amino] propyl]-carbamic Acid tert-Butyl Ester 4-AMINO-N-[(2R,3S)-3-AMINO-2-HYDROXY-4-PHENYLBUTYL]-N-ISOBUTYLBENZENE-1-SULFONAMIDE tert-butyl 2,5-diazabicyclo[2.2.1]heptane-2-carboxylate hydrochloride tert-butyl 2,5-diazabicyclo[2.2.1]heptane-2-carboxylate hydrochloride Benzyl chloride TERT-BUTYL FORMATE tert-Butyl carbamate tert-butyl (2S,3S)-1-(4-(benzyloxy)phenyl)-4-chloro-3-hydroxybutan-2-ylcarbamate [1(S)-(4-NITRO-BENZYL)-3-CHLORO-2(S)-HYDROXY-PROPYL]-CARBAMIC ACID TERT-BUTYL ESTER N-BOC-3-CHLOROPROPYLAMINE (1S, 2S)-(1-BENZYL-3-CHLORO-2-HYDROXY-PROPYL)-CARBAMIC ACID TERT-BUTYL ESTER

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

(1S,2S)-[3-CHLORO-2-HYDROXY-1-(PHENYLMETHYL)PROPYL]CARBAMIC ACID 1,1-DIMETHYLETHYL ESTER

(1S, 2S)-[3-CHLORO-2-HYDROXY-1-(PHENYLMETHYL)-PROPYL]CARBAMIC ACID, 1,1-DIMETHYLETHYL ETHER

(2S,3S)-(-)-3-T-BUTOXYCARBONYLAMINO-1-CHLORO-4-PHENYL-BUTAN-2-OL

(2S,3S)-3-(tert-Butoxycarbonylamino)-1-chloro-2-hydroxy-4-phenylbutane

(1S, 2S)-[3-Chloro-2-hydroxy-1-(phenylmethyl)-

Tert-Butyl (2S,3S)-4-chloro-3-hydroxy-1-phenylbutan-2-ylcarbamate

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

(3S)-3-(tert-Butoxycarbonyl)amino-1-chloro-4-phenyl-(2S)-butanol

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

(2S,3S)-N-t-butyloxycarbonyl-3-amino-1-chloro-2-phenylbutanol

(1S,2S)-[3-Chloro-2-hydroxy-1-(phenylmethyl)-propyl]carbamic acid, 1,1-dimethyle

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

(1S, 2S)-(1-benzyl-3-chloro-2-hydroxy-propyl)-carbamic acid ...

(3s)-1-Chloro-3-(Boc-amino)-4-Phenyl-2-Butanol

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

(2S，3S)-N-tert-Butoxycarbonyl-3-amino-1-chloro-2-hydroxy-4-phenylbutane

2S,3S-(1-Chloro-3-(t-butoxycarbonylamino)-4-phenyl-butan-2-ol)

165727-45-7

C15H22ClNO3