(S)-methyl 3,4-dihydroxybutanoate

Base Information

• Chemical Name: (S)-methyl 3,4-dihydroxybutanoate
• CAS No.: 90414-36-1
• Molecular Formula: C5H10 O4
• Molecular Weight: 134.132
• Hs Code.: 2918199090
• DSSTox Substance ID: DTXSID40415997
• Nikkaji Number: J785.046H
• Wikidata: Q82225102
• Mol file: 90414-36-1.mol

Synonyms:(S)-methyl 3,4-dihydroxybutanoate;90414-36-1;Methyl (S)-3,4-Dihydroxybutanoate;methyl (3S)-3,4-dihydroxybutanoate;Butanoic acid, 3,4-dihydroxy-, methyl ester, (3S)-;MFCD12912145;Methyl(S)-3,4-Dihydroxybutanoate;SCHEMBL1869403;DTXSID40415997;AKOS016843549;CS-11383;(s)-3,4-dihydroxybutyric acid methyl ester;CS-0207910;Butanoicacid,3,4-dihydroxy-,methyl ester,(3S)-

Chemical Property of (S)-methyl 3,4-dihydroxybutanoate

Chemical Property:

• PSA: 66.76000
• LogP: -1.09730
• Storage Temp.: 2-8°C
• XLogP3: -1.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 134.05790880
• Heavy Atom Count: 9
• Complexity: 91

Purity/Quality:

97% ^*data from raw suppliers

(S)-Methyl 3,4-dihydroxybutanoate 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of (S)-methyl 3,4-dihydroxybutanoate

There total 1 articles about (S)-methyl 3,4-dihydroxybutanoate 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:

dimethyl (S)-malate (617-55-0) → (S)-1,2,4-butanetriol (42890-76-6,6810-31-7) + methyl (3S)-3,4-dihydroxybutyrate (90414-36-1)

Guidance literature:

With dimethylsulfide borane complex; Moriwaki's procedure;

DOI:10.1016/S0957-4166(00)86320-X

Reference yield: 100.0%

trityl chloride (76-83-5) + methyl (3S)-3,4-dihydroxybutyrate (90414-36-1) → (S)-methyl 3-hydroxy-4-(trityloxy)butanoate (144754-24-5,113240-53-2)

Guidance literature:

With pyridine; dmap; In dichloromethane; at 20 ℃; regioselective reaction;

DOI:10.3762/bjoc.17.99

Reference yield: 99.0%

methyl (3S)-3,4-dihydroxybutyrate (90414-36-1) + tert-butylchlorodiphenylsilane (58479-61-1) → (S)-methyl 4-(tert-butyldiphenylsilyloxy)-3-hydroxybutanoate (124655-05-6)

Guidance literature:

With dmap; triethylamine; In dichloromethane; at 20 ℃; Inert atmosphere;

DOI:10.1021/ol802491m

upstream raw materials:

dimethyl (S)-malate

Downstream raw materials:

methyl (3S)-3,4-O-isopropylidene-3,4-dihydroxybutanoate

(3S)-3-hydroxy-4-(triisopropylsilyloxy)butyric acid methyl ester

(S)-3-Hydroxy-4-phenylsulfanyl-butyric acid methyl ester

(S)-methyl 3-hydroxy-4-(trityloxy)butanoate