(S)-Methyl 2-hydroxybutanoate

Base Information

• Chemical Name: (S)-Methyl 2-hydroxybutanoate
• CAS No.: 73349-08-3
• Molecular Formula: C5H10O3
• Molecular Weight: 118.133
• Hs Code.: 2918199090
• European Community (EC) Number: 800-614-6
• DSSTox Substance ID: DTXSID20430704
• Nikkaji Number: J1.108.598I
• Wikidata: Q72491274
• Mol file: 73349-08-3.mol

Synonyms:(S)-Methyl 2-hydroxybutanoate;73349-08-3;methyl (2S)-2-hydroxybutanoate;methyl (S)-2-hydroxybutanoate;METHYL (S)-2-HYDROXYBUTYRATE;Butanoic acid, 2-hydroxy-, methyl ester, (2S)-;(S)-Methyl-2-hydroxybutanoate;(S)-Methyl2-hydroxybutanoate;SCHEMBL9099905;DTXSID20430704;DDMCDMDOHABRHD-BYPYZUCNSA-N;methyl-(3s)-(+)-hydroxybutanoate;2-Hydroxybutanoic acid methyl ester;AMY31876;MFCD08460608;(S)-2-Hydroxybutyric acid methyl ester;BS-49597;CS-0138542

Chemical Property of (S)-Methyl 2-hydroxybutanoate

Chemical Property:

• Vapor Pressure: 0.889mmHg at 25°C
• Refractive Index: 1.42
• Boiling Point: 159.279 °C at 760 mmHg
• PKA: 13.07±0.20(Predicted)
• Flash Point: 54.62 °C
• PSA: 46.53000
• Density: 1.051 g/cm³
• LogP: -0.06970
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 118.062994177
• Heavy Atom Count: 8
• Complexity: 79.7

Purity/Quality:

99.0%min ^*data from raw suppliers

(S)-Methyl-2-hydroxybutanoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of (S)-Methyl 2-hydroxybutanoate

There total 4 articles about (S)-Methyl 2-hydroxybutanoate 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: 57.0%

methanol (67-56-1) + (2S)-2-hydroxybutanoic acid (3347-90-8) → methyl (S)-2-hydroxybutyrate (73349-08-3)

Guidance literature:

With boric acid; at 20 ℃; Inert atmosphere;

DOI:10.1021/jm300908t

Reference yield:

diazomethane (186581-53-3,908094-01-9,334-88-3) + (2S)-2-hydroxybutanoic acid (3347-90-8) → methyl (S)-2-hydroxybutyrate (73349-08-3)

Guidance literature:

DOI:10.1246/cl.1984.611

Reference yield:

tetramethylorthosilicate (681-84-5) + (2S)-2-hydroxybutanoic acid (3347-90-8) → methyl (S)-2-hydroxybutyrate (73349-08-3)

Guidance literature:

With methanol; at 20 ℃; for 24h;

DOI:10.1002/chem.200601859

upstream raw materials:

methanol

(2S)-2-hydroxybutanoic acid

diazomethane

tetramethylorthosilicate

Downstream raw materials:

(S)-(-)-methyl 2-benzyloxybutyrate

(R)-2-(4-Chloro-phenylamino)-butyric acid methyl ester

(S)(-)-2-hydroxybutyric acid N-benzylamide

(S)-2-O(MTPA)-butanoic acid methyl ester

Refernces

• 1、 Prokop, Zbynek,Sato, Yukari,Brezovsky, Jan,Mozga, Tomas,Chaloupkova, Radka,Koudelakova, Tana,Jerabek, Petr,Stepankova, Veronika,Natsume, Ryo,Van Leeuwen, Jan G. E.,Janssen, Dick B.,Florian, Jan,Nagata, Yuji,Senda, Toshiya,Damborsky, Jiri. "Enantioselectivity of haloalkane dehalogenases and its modulation by surface loop engineering". supporting information; experimental part. p. 6111 - 6115. Retrieved 2010/11/05.
• 2、 Moore, Christopher G.,Murphy, Patrick J.,Williams, Harri L.,McGown, Alan T.,Smith, Nigel K.. "Synthetic studies towards ptilomycalin A: total synthesis of crambescidin 359". . p. 11771 - 11780. Retrieved 2008/03/13.