(2S)-(2-bromo-benzoylamino)-3-hydroxy-propionic acid methyl ester

Base Information

• Chemical Name: (2S)-(2-bromo-benzoylamino)-3-hydroxy-propionic acid methyl ester
• CAS No.: 716369-03-8
• Molecular Formula: C₁₁H₁₂BrNO₄
• Molecular Weight: 302.125
• Mol file: 716369-03-8.mol

Synonyms:(2S)-(2-bromo-benzoylamino)-3-hydroxy-propionic acid methyl ester

Chemical Property of (2S)-(2-bromo-benzoylamino)-3-hydroxy-propionic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S)-(2-bromo-benzoylamino)-3-hydroxy-propionic acid methyl ester

There total 2 articles about (2S)-(2-bromo-benzoylamino)-3-hydroxy-propionic acid methyl ester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 85.0%

methyl (2S)-2-amino-3-hydroxypropanoate hydrochloride (5680-80-8) + 2-bromobenzoic acid chloride (7154-66-7) → (2S)-(2-bromo-benzoylamino)-3-hydroxy-propionic acid methyl ester (716369-03-8)

Guidance literature:

With triethylamine; In dichloromethane; at 25 ℃; for 4h;

DOI:10.1002/jccs.200500115

Reference yield:

2-bromobenzoic-acid (88-65-3) → (2S)-(2-bromo-benzoylamino)-3-hydroxy-propionic acid methyl ester (716369-03-8)

Guidance literature:

Multi-step reaction with 2 steps

1: SOCl₂ / 3 h / 25 °C

2: 85 percent / Et₃N / CH₂Cl₂ / 4 h / 25 °C

With thionyl chloride; triethylamine; In dichloromethane;

DOI:10.1002/jccs.200500115

Reference yield: 99.0%

(2S)-(2-bromo-benzoylamino)-3-hydroxy-propionic acid methyl ester (716369-03-8) → 2-(2-bromo-phenyl)-4,5-dihydro-oxazole-(4S)-carboxylic acid methyl ester (308846-84-6)

Guidance literature:

(2S)-(2-bromo-benzoylamino)-3-hydroxy-propionic acid methyl ester; With diethylamino-sulfur trifluoride; In dichloromethane; at -78 ℃; for 1h;

With potassium carbonate; In dichloromethane; at -78 ℃; for 3h;

DOI:10.1002/jccs.200500115

upstream raw materials:

methyl (2S)-2-amino-3-hydroxypropanoate hydrochloride

2-bromobenzoic acid chloride

2-bromobenzoic-acid

Downstream raw materials:

(2S)-(2-bromo-benzoylamino)-3-triisopropylsilanyloxypropionic acid methyl ester

(2S)-(2-bromo-benzylamino)-3-(tert-butyl-dimethyl-silanyloxy)-propionic acid methyl ester

2-(2-bromo-phenyl)-4,5-dihydro-oxazole-(4S)-carboxylic acid methyl ester

(R)-4-methoxymethyl-2-(2-bromophenyl)-4,5-dihydro-1,3-oxazole