(S)-4-amino-2-hydroxybutanoic acid

Base Information

• Chemical Name: (S)-4-amino-2-hydroxybutanoic acid
• CAS No.: 3938-83-8
• Molecular Formula: C₄H₉NO₃
• Molecular Weight: 119.12
• Mol file: 3938-83-8.mol

Synonyms:

Chemical Property of (S)-4-amino-2-hydroxybutanoic acid

Chemical Property:

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (S)-4-amino-2-hydroxybutanoic acid

There total 6 articles about (S)-4-amino-2-hydroxybutanoic 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: 96.0%

S-4-benzyloxycarbonylamino-2-hydroxybutyric acid (40371-50-4) → (S)-4-amino-2-hydroxybutanoic acid (3938-83-8,13477-53-7,31771-40-1,40371-51-5)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; for 48h; under 760 Torr;

Reference yield:

L-2,4-diaminobutyrate (1758-80-1) → (S)-4-amino-2-hydroxybutanoic acid (3938-83-8,13477-53-7,31771-40-1,40371-51-5)

Guidance literature:

With sodium nitrite;

DOI:10.1016/S0040-4039(01)96933-3

Reference yield:

(S)-2-hydroxysuccinamic acid (57229-74-0) → (S)-4-amino-2-hydroxybutanoic acid (3938-83-8,13477-53-7,31771-40-1,40371-51-5)

Guidance literature:

Multistep reaction; (i) Ac2O, Py, (ii) H2, aq. HCl, EtOH, PtO2, (iii) ion-exchange resin + form>;

DOI:10.1246/bcsj.51.3296

upstream raw materials:

L-2,4-diaminobutyrate

(S)-2-hydroxysuccinamic acid

γ-phthalimidoimino-α-hydroxybutyric acid

S-4-benzyloxycarbonylamino-2-hydroxybutyric acid

Downstream raw materials:

(S)-3-hydroxypyrrolidin-2-one

(S)-hydroxy-3 phenylacetyl-1 pyrrolidinone-2

S-4-benzyloxycarbonylamino-2-hydroxybutyric acid

(S)-4-[(tert-butoxycarbonyl)amino]-2-hydroxybutanoic acid

Refernces

• 1、 Bentley, Jonathan M.,Wadsworth, Harry J.,Willis, Christine L.. "Enantioselective Syntheses of (S)- and (R)-3-Hydroxypyrrolidin-2-ones via Lactate Dehydrogenase Catalysed Reductions of 4-Benzyloxycarbonylamino-2-oxobutanoic Acid". . p. 231 - 232. Retrieved 2007/10/02.
• 2、 Yoneta,Shibahara,Fukatsu,Seki. "A new synthesis of L-4-amino-2-hydroxybutyric acid. Carboxyl-assisted nitrile synthesis from primary amides". . p. 3296 - 3297. Retrieved 2007/10/05.