(2S,3R)-2-Bromo-3-hydroxybutanoic acid

Base Information

• Chemical Name: (2S,3R)-2-Bromo-3-hydroxybutanoic acid
• CAS No.: 70702-03-3
• Molecular Formula: C4H7BrO3
• Molecular Weight: 183.00100
• DSSTox Substance ID: DTXSID30448370
• Nikkaji Number: J1.543.259D
• Wikidata: Q82267338
• Mol file: 70702-03-3.mol

Synonyms:(2S,3R)-2-Bromo-3-hydroxybutanoic acid;70702-03-3;SCHEMBL7528994;DTXSID30448370;LCHQHZMPERBYFH-GBXIJSLDSA-N;(2S,3R)-2-bromo-3-hydroxybutyric acid;2-(S)-bromo-3-(R)-hydroxybutyric acid;(2S, 3R)-2-bromo-3-hydroxybutyric acid

Chemical Property of (2S,3R)-2-Bromo-3-hydroxybutanoic acid

Chemical Property:

• Boiling Point: 292.3±25.0 °C(Predicted)
• PSA: 57.53000
• Density: 1.818±0.06 g/cm3(Predicted)
• LogP: 0.21530
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 181.95786
• Heavy Atom Count: 8
• Complexity: 93.3

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C(C(=O)O)Br)O
• Isomeric SMILES: C[C@H]([C@@H](C(=O)O)Br)O

Technology Process of (2S,3R)-2-Bromo-3-hydroxybutanoic acid

There total 6 articles about (2S,3R)-2-Bromo-3-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: 22.0%

trans-2,3-epoxybutanoic acid (2443-40-5,13737-02-5,13737-03-6,50468-19-4,86561-72-0,96096-73-0,96150-05-9,116052-03-0) → (R*,R*)-2-bromo-3-hydroxybutanoic acid (13881-40-8,26708-38-3,70702-03-3,81968-18-5,86561-96-8,138877-01-7,138877-02-8) + anti-3-bromo-2-hydroxybutanoic acid

Guidance literature:

With sodium bromide; In water; at 40 ℃; for 8h; pH=2.0; Further Variations:; Reagents; reaction time; Product distribution;

DOI:10.1021/jo0156215

Reference yield:

trans-Crotonaldehyde (123-73-9,4170-30-3) → (R*,R*)-2-bromo-3-hydroxybutanoic acid (13881-40-8,26708-38-3,70702-03-3,81968-18-5,86561-96-8,138877-01-7,138877-02-8)

Guidance literature:

With sodium bromate; sulfuric acid; sodium hydrogensulfite; In acetonitrile; at 25 ℃; for 2h;

DOI:10.1021/jo00098a012

Reference yield:

(E)-but-2-enoic acid (107-93-7) → (R*,R*)-2-bromo-3-hydroxybutanoic acid (13881-40-8,26708-38-3,70702-03-3,81968-18-5,86561-96-8,138877-01-7,138877-02-8)

Guidance literature:

With sodium bromate; sulfuric acid; sodium hydrogensulfite; In acetonitrile; at 25 ℃; for 2h;

DOI:10.1021/jo00098a012

upstream raw materials:

2-butenoic acid

trans-Crotonaldehyde

(E)-but-2-enoic acid

N-bromoacetamide

Downstream raw materials:

rac-allo-threonine

[Benzyl-((2S,3R)-2-bromo-3-hydroxy-butyryl)-amino]-acetic acid tert-butyl ester

(2S,3R)-N-(2,4-dimethoxybenzyl)-N-(t-butoxycarbonylmethyl)-2-bromo-3-hydroxybutyramide

[((2S,3R)-2-Bromo-3-hydroxy-butyryl)-(2,4-dimethoxy-benzyl)-amino]-acetic acid methyl ester