(2S,3S)-2-azido-3-phenyl-3-hydroxypropionic acid methyl ester

Base Information

• Chemical Name: (2S,3S)-2-azido-3-phenyl-3-hydroxypropionic acid methyl ester
• CAS No.: 133179-94-9
• Molecular Formula: C₁₀H₁₁N₃O₃
• Molecular Weight: 221.216
• Mol file: 133179-94-9.mol

Synonyms:(2S,3S)-2-azido-3-phenyl-3-hydroxypropionic acid methyl ester

Chemical Property of (2S,3S)-2-azido-3-phenyl-3-hydroxypropionic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,3S)-2-azido-3-phenyl-3-hydroxypropionic acid methyl ester

There total 6 articles about (2S,3S)-2-azido-3-phenyl-3-hydroxypropionic 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: 88.0%

aqueous sodium bisulfate + Cl2 CH2 + (4R)-3-((2'S,3'S)-2'-azido-3'-hydroxy-3'-phenylpropanoyl)-4-(phenylmethyl)-2-oxazolidinone (136620-81-0) → (2S,3S)-2-azido-3-phenyl-3-hydroxypropionic acid methyl ester (133179-94-9)

Guidance literature:

With methylmagnesium bromide; In methanol; diethyl ether;

Reference yield: 88.0%

magnesium methanolate (109-88-6,16436-83-2,16436-85-4) + (4R)-3-((2'S,3'S)-2'-azido-3'-hydroxy-3'-phenylpropanoyl)-4-(phenylmethyl)-2-oxazolidinone (136620-81-0) → (2S,3S)-2-azido-3-phenyl-3-hydroxypropionic acid methyl ester (133179-94-9)

Guidance literature:

In methanol; diethyl ether; dichloromethane; at 0 ℃; for 0.05h;

DOI:10.1021/jo00038a048

Reference yield: 73.0%

(2R,3S)-3-hydroxy-2-(4-nitrobenzenesulfonyloxy)-3-phenylpropionic acid methyl ester → (2S,3S)-2-azido-3-phenyl-3-hydroxypropionic acid methyl ester (133179-94-9)

Guidance literature:

With sodium azide; In N,N-dimethyl-formamide; at 40 ℃; for 48h;

DOI:10.1002/chem.201301120

upstream raw materials:

magnesium methanolate

(4R)-3-((2'S,3'S)-2'-azido-3'-hydroxy-3'-phenylpropanoyl)-4-(phenylmethyl)-2-oxazolidinone

(4R)-3-((2'R,3'S)-2'-bromo-3'-hydroxy-3'-phenylpropanoyl)-4-(phenylmethyl)-2-oxazolidinone

Methyl cinnamate

Downstream raw materials:

methyl (2S,3S)-2-amino-3-hydroxy-3-phenylpropanoate

(4S,5R)-2-Oxo-5-phenyl-oxazolidine-4-carboxylic acid methyl ester

(2R,3R)-2-((tert-butyloxycarbonyl)amino)-3-((4-methylbenzyl)thio)-3-phenylpropionic acid

methyl (2R,3R)-3-(acetylthio)-2-((tert-butyloxycarbonyl)amino)-3-phenylpropionate