(S)-METHYL 4-HYDROXY-3-METHYLBUTYRATE

Base Information

• Chemical Name: (S)-METHYL 4-HYDROXY-3-METHYLBUTYRATE
• CAS No.: 138306-24-8
• Molecular Formula: C6 H12 O3
• Molecular Weight: 132.159
• Hs Code.: 2918199090
• Mol file: 138306-24-8.mol

Synonyms:(S)-METHYL 4-HYDROXY-3-METHYLBUTYRATE

Chemical Property of (S)-METHYL 4-HYDROXY-3-METHYLBUTYRATE

Chemical Property:

• Boiling Point: 196.8±23.0 °C(Predicted)
• PKA: 14.65±0.10(Predicted)
• PSA: 46.53000
• Density: 1.024±0.06 g/cm3(Predicted)
• LogP: 0.17790

Purity/Quality:

99%min ^*data from raw suppliers

(S)-Methyl4-hydroxy-3-methylbutanoate 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (S)-METHYL 4-HYDROXY-3-METHYLBUTYRATE

There total 10 articles about (S)-METHYL 4-HYDROXY-3-METHYLBUTYRATE 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%

(S)-3-methyl-4-butanolide (64190-48-3) → methyl (3S)-4-hydroxy-3-methylbutanoate (138306-24-8)

Guidance literature:

With sodium methylate; In methanol; at 80 ℃; for 5h; Inert atmosphere;

DOI:10.1021/jo401996m

Reference yield: 98.0%

(2S)-4-methoxy-2-methyl-4-oxobutanoic acid (111266-27-4) → methyl (3S)-4-hydroxy-3-methylbutanoate (138306-24-8)

Guidance literature:

With dimethylsulfide borane complex; In tetrahydrofuran; at -30 - 0 ℃;

DOI:10.1002/ejoc.200300222

Reference yield: 95.0%

(E)-methyl 4-hydroxy-3-methylbut-2-enoate (13866-57-4) → methyl (3S)-4-hydroxy-3-methylbutanoate (138306-24-8)

Guidance literature:

With C₂₉H₄₁IrN₃O⁽²⁺⁾*C₃₂H₁₂BF₂₄^(1-); hydrogen; In dichloromethane; at 25 ℃; for 24h; under 37503.8 Torr; enantioselective reaction;

DOI:10.1021/jo401996m

upstream raw materials:

(2S)-4-methoxy-2-methyl-4-oxobutanoic acid

4-methoxy-2-methylene-4-oxobutanoic acid

4-Hydroxy-3-methyl-2-butensaeuremethylester

(E)-4-methoxy-3-methyl-4-oxobut-2-enoic acid

Downstream raw materials:

methyl (3S)-4-{[tert-butyl(diphenyl)silyl]oxy}-3-methylbutanoate

(2R,3R)-4-(tert-butyldiphenylsilyloxy)-1,2-epoxy-3-methylbutane

(2S,3R)-4-tert-butyldiphenylsilyloxy-1,2-epoxy-3-methylbutane

(S)-4-(tert-butyldiphenylsilyloxy)-3-methylbutanal

Refernces

• 1、 Khumsubdee, Sakunchai,Fan, Yubo,Burgess, Kevin. "A comparison between oxazoline-imidazolinylidene, -imidazolylidine, -benzimidazolylidene hydrogenation catalysts". . p. 9969 - 9974. Retrieved 2013/10/22.
• 2、 Hekking, Koen F. W.,Waalboer, Dennis C. J.,Moelands, Marcel A. H.,Van Delft, Floris L.,Rutjes, Floris P. J. T.. "A ring-closing metathesis approach to cyclic α,β-dehydroamino acids". supporting information; experimental part. p. 95 - 106. Retrieved 2009/04/10.