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

Base Information

• Chemical Name: Butyric acid (1S,2S)-2-bromo-2-ethoxycarbonyl-1-phenyl-ethyl ester
• CAS No.: 130517-77-0
• Molecular Formula: C₁₅H₁₉BrO₄
• Molecular Weight: 343.217
• Mol file: 130517-77-0.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 2 articles about Butyric acid (1S,2S)-2-bromo-2-ethoxycarbonyl-1-phenyl-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: 90.0%

butanoic acid anhydride (106-31-0) + ethyl (+/-)-(2R,3R)-2-bromo-3-hydroxy-3-phenylpropanoate (62355-67-3,130517-76-9,151153-61-6) → Butyric acid (1S,2S)-2-bromo-2-ethoxycarbonyl-1-phenyl-ethyl ester (130517-77-0)

Guidance literature:

With pyridine; In water;

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

Reference yield:

ethyl cinnamate (4192-77-2) → Butyric acid (1S,2S)-2-bromo-2-ethoxycarbonyl-1-phenyl-ethyl ester (130517-77-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 70 percent / KBrO₃; aq. H₂SO₄; aq. NaHSO₃ / acetonitrile / 36 h

2: DMAP

With potassium bromate; dmap; sulfuric acid; sodium hydrogensulfite; In acetonitrile;

DOI:10.1016/j.tetasy.2004.08.026

Reference yield: 31.0%

Butyric acid (1S,2S)-2-bromo-2-ethoxycarbonyl-1-phenyl-ethyl ester (130517-77-0) → ethyl 2-azido-3-butyroxy-3-phenylpropanoate

Guidance literature:

With sodium azide; In N,N-dimethyl-formamide;

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

upstream raw materials:

butanoic acid anhydride

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

ethyl cinnamate

Downstream raw materials:

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

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

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