(2S,3R)-2-Azido-3-hydroxy-3-phenyl-propionic acid ethyl ester

Base Information

• Chemical Name: (2S,3R)-2-Azido-3-hydroxy-3-phenyl-propionic acid ethyl ester
• CAS No.: 130517-91-8
• Molecular Formula: C₁₁H₁₃N₃O₃
• Molecular Weight: 235.243
• Mol file: 130517-91-8.mol

Synonyms:(2S,3R)-2-Azido-3-hydroxy-3-phenyl-propionic acid ethyl ester

Chemical Property of (2S,3R)-2-Azido-3-hydroxy-3-phenyl-propionic acid ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,3R)-2-Azido-3-hydroxy-3-phenyl-propionic acid ethyl ester

There total 5 articles about (2S,3R)-2-Azido-3-hydroxy-3-phenyl-propionic acid ethyl 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:

Butyric acid (1R,2S)-2-azido-2-ethoxycarbonyl-1-phenyl-ethyl ester → (2S,3R)-2-Azido-3-hydroxy-3-phenyl-propionic acid ethyl ester (130517-91-8)

Guidance literature:

With sodium methylate; In methanol;

DOI:10.1016/S0040-4020(01)90519-8

Reference yield:

ethyl (+/-)-(2R,3R)-2-bromo-3-hydroxy-3-phenylpropanoate (62355-67-3,130517-76-9,151153-61-6) → (2S,3R)-2-Azido-3-hydroxy-3-phenyl-propionic acid ethyl ester (130517-91-8)

Guidance literature:

Multi-step reaction with 4 steps

1: 90 percent / pyridine / H₂O

2: 31 percent / NaN₃ / dimethylformamide

3: 26 percent / lipase CC / H₂O / 12 h / 25 °C / 0.1 M phosphate puffer, pH 6.50

4: NaOMe / methanol

With pyridine; sodium azide; lipase CC; sodium methylate; In methanol; water; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4020(01)90519-8

Reference yield:

Butyric acid (1S,2S)-2-bromo-2-ethoxycarbonyl-1-phenyl-ethyl ester (130517-77-0) → (2S,3R)-2-Azido-3-hydroxy-3-phenyl-propionic acid ethyl ester (130517-91-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 31 percent / NaN₃ / dimethylformamide

2: 26 percent / lipase CC / H₂O / 12 h / 25 °C / 0.1 M phosphate puffer, pH 6.50

3: NaOMe / methanol

With sodium azide; lipase CC; sodium methylate; In methanol; water; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4020(01)90519-8

upstream raw materials:

ethyl (+/-)-(2R,3R)-2-bromo-3-hydroxy-3-phenylpropanoate

Butyric acid (1S,2S)-2-bromo-2-ethoxycarbonyl-1-phenyl-ethyl ester

ethyl cinnamate

Downstream raw materials:

(2S,3R)-2-amino-3-hydroxy-3-phenyl-propionic acid ethyl ester

(S)-ethyl 2-((S)-2-(((benzyloxy)carbonyl)amino)propanamido)-3-phenylpropanoate

ethyl (2S,3S)-3-phenylaziridine-2-carboxylate