(S)-methyl 2-hydroxy-3-methylbutanoate

Base Information

• Chemical Name: (S)-methyl 2-hydroxy-3-methylbutanoate
• CAS No.: 24347-63-5
• Molecular Formula: C6H12O3
• Molecular Weight: 132.159
• Hs Code.: 2918199090
• European Community (EC) Number: 800-145-7
• DSSTox Substance ID: DTXSID50458239
• Nikkaji Number: J57.286A
• Wikidata: Q72491372
• Mol file: 24347-63-5.mol

Synonyms:24347-63-5;(S)-methyl 2-hydroxy-3-methylbutanoate;Methyl (2S)-2-hydroxy-3-methylbutanoate;2-(S)-Hydroxy-3-Methylbutyric acid Methyl Ester;Butanoic acid, 2-hydroxy-3-methyl-, methyl ester, (2S)-;SCHEMBL1085847;DTXSID50458239;YSGBMDFJWFIEDF-YFKPBYRVSA-N;AMY16025;ZAA34763;MFCD09264168;AKOS006331432;AKOS015850922;methyl(S)-2-hydroxy-3-methylbutyrate;(S)-methyl2-hydroxy-3-methylbutanoate;methyl-2-(S)-hydroxy-3-methylbutanoate;AS-67306;(2S)-2-Hydroxyisovaleric acid methyl ester;CS-0186193;EN300-817871;N12468;2-(S)hydroxy-3-methyl butyric acid methyl ester;(S)-2-hydroxy-3-methyl-butyric acid methyl ester;A877957

Chemical Property of (S)-methyl 2-hydroxy-3-methylbutanoate

Chemical Property:

• Vapor Pressure: 0.622mmHg at 25°C
• Refractive Index: 1.425
• Boiling Point: 165.6 °C at 760 mmHg
• PKA: 12.94±0.20(Predicted)
• Flash Point: 57.2 °C
• PSA: 46.53000
• Density: 1.021g/cm³
• LogP: 0.17630
• Storage Temp.: 2-8°C
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 132.078644241
• Heavy Atom Count: 9
• Complexity: 98.5

Purity/Quality:

99% ^*data from raw suppliers

(S)-Methyl2-hydroxy-3-methylbutanoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)C(C(=O)OC)O
• Isomeric SMILES: CC(C)[C@@H](C(=O)OC)O
• Uses: (S)-Methyl 2-hydroxy-3-methylbutanoate is a useful research chemical.

Technology Process of (S)-methyl 2-hydroxy-3-methylbutanoate

There total 24 articles about (S)-methyl 2-hydroxy-3-methylbutanoate 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%

diazomethane (186581-53-3,908094-01-9,334-88-3) + (S)-2-Hydroxy-3-methylbutanoic acid (17407-55-5) → methyl (S)-2-hydroxy-3-methylbutanoate (24347-63-5)

Guidance literature:

In diethyl ether; at 0 ℃;

Reference yield: 95.0%

methanol (67-56-1) + (S)-2-acetoxy-3-methylbutanoic acid (18667-97-5) → methyl (S)-2-hydroxy-3-methylbutanoate (24347-63-5)

Guidance literature:

With thionyl chloride; at -30 - 20 ℃; for 48.25h;

DOI:10.1016/j.tetasy.2011.01.024

Reference yield: 91.0%

methanol (67-56-1) + (S)-2-Hydroxy-3-methylbutanoic acid (17407-55-5) → methyl (S)-2-hydroxy-3-methylbutanoate (24347-63-5)

Guidance literature:

With sulfuric acid; at 20 ℃; for 4h; Reflux;

upstream raw materials:

diazomethane

(S)-2-Hydroxy-3-methylbutanoic acid

L-valine

methanol

Downstream raw materials:

Methyl D-2-<<<(R,S)-1--2-methylpropyl>hydroxyphosphoryl>oxy>-3-methylbutyrate

(S)-methyl 2-(tert-butyldiphenylsilyloxy)-3-methylbutanoate

(S)-2-((S)-2-Benzyloxycarbonylamino-3-phenyl-propionyloxy)-3-methyl-butyric acid methyl ester

(R)-2-Dibenzylamino-3-methyl-butyric acid methyl ester

Refernces

• 1、 Caglioti,L. et al.. "-". . p. 2193 - 2221. Retrieved 1969.
• 2、 Shrestha, Bijay,Rose, Brennan T.,Olen, Casey L.,Roth, Aaron,Kwong, Adon C.,Wang, Yang,Denmark, Scott E.. "A Unified Strategy for the Asymmetric Synthesis of Highly Substituted 1,2-Amino Alcohols Leading to Highly Substituted Bisoxazoline Ligands". . p. 3490 - 3534. Retrieved 2021/02/16.
• 3、 -. "INHIBITORS OF (ALPHA-V)(BETA-6) INTEGRIN". Page/Page column 101. . Retrieved 2020/03/23.