2-BENZYLOXYCARBONYLAMINO-3-HYDROXY-BUTYRIC ACID

Base Information

• Chemical Name: 2-BENZYLOXYCARBONYLAMINO-3-HYDROXY-BUTYRIC ACID
• CAS No.: 85995-53-5
• Molecular Formula: C12H15NO5
• Molecular Weight: 253.255
• Hs Code.: 2924299090
• Mol file: 85995-53-5.mol

Synonyms:2-BENZYLOXYCARBONYLAMINO-3-HYDROXY-BUTYRIC ACID;CARBOBENZYLOXY-DL-THREONINE

Chemical Property of 2-BENZYLOXYCARBONYLAMINO-3-HYDROXY-BUTYRIC ACID

Chemical Property:

• PSA: 99.35000
• LogP: 0.95120

Purity/Quality:

HPLC>98% ^*data from raw suppliers

CARBOBENZYLOXY-DL-THREONINE Aldrich ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-BENZYLOXYCARBONYLAMINO-3-HYDROXY-BUTYRIC ACID

There total 13 articles about 2-BENZYLOXYCARBONYLAMINO-3-HYDROXY-BUTYRIC ACID 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: 100.0%

(2S,3S)-2-amino-3-hydroxybutanoic acid (28954-12-3,134357-96-3,7013-32-3,82822-12-6) + benzyl chloroformate (501-53-1,94274-21-2) → (2S,3S)-2-(((benzyloxy)carbonyl)amino)-3-hydroxybutanoic acid (85995-53-5)

Guidance literature:

With sodium hydrogencarbonate; In tetrahydrofuran; water; at 0 ℃; for 1h;

DOI:10.1021/jm900598m

Reference yield: 92.0%

rac-allo-threonine (72-19-5,80-68-2,144-98-9,632-20-2,2676-21-3,7004-04-8,24830-94-2,28954-12-3,36676-50-3,134357-96-3,7013-32-3,82822-12-6) + benzyl chloroformate (501-53-1,94274-21-2) → N-CBZ-D,L-allo-threonine (5618-95-1,19728-63-3,41151-16-0,80384-27-6,85995-53-5,119221-16-8)

Guidance literature:

With sodium hydrogencarbonate; In water; for 1.5h;

DOI:10.1021/ja00543a021

Reference yield: 92.0%

(2S,3S)-2-amino-3-hydroxybutanoic acid (28954-12-3,134357-96-3,7013-32-3,82822-12-6) + N-(benzyloxycarbonyl)succinimide (75315-63-8) → (2S,3S)-2-(((benzyloxy)carbonyl)amino)-3-hydroxybutanoic acid (85995-53-5)

Guidance literature:

DOI:10.1016/j.tetlet.2006.03.127

upstream raw materials:

D-threonine

benzyl chloroformate

(2S,3S)-2-amino-3-hydroxybutanoic acid

N-(benzyloxycarbonyl)succinimide

Downstream raw materials:

O-Trimethylsilyl-N-benzyloxycarbonyl-DL-threonin-trimethylsilylester

4-Benzyloxycarbonylamino-2-cyano-5-hydroxy-3-oxo-hexanoic acid ethyl ester

2-(2-Benzyloxycarbonylamino-3-hydroxy-butyrylamino)-3-methyl-but-2-enoic acid ethyl ester

(E)-2-(2-Benzyloxycarbonylamino-3-hydroxy-butyrylamino)-but-2-enoic acid ethyl ester

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