Methyl (R)-2-hydroxybutyrate

Base Information

• Chemical Name: Methyl (R)-2-hydroxybutyrate
• CAS No.: 73349-07-2
• Molecular Formula: C5H10 O3
• Molecular Weight: 118.133
• Hs Code.: 2918199890
• Mol file: 73349-07-2.mol

Synonyms:Butanoicacid, 2-hydroxy-, methyl ester, (R)-

Chemical Property of Methyl (R)-2-hydroxybutyrate

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: 1.051g/cm³
• LogP: -0.06970

Purity/Quality:

99%, ^*data from raw suppliers

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Methyl (R)-2-hydroxybutyrate

There total 3 articles about Methyl (R)-2-hydroxybutyrate 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: 32.4%

methyl 2-hydroxybutyrate (29674-47-3) → (2S)-2-hydroxybutanoic acid (3347-90-8) + methyl D-α-hydroxybutyrate (73349-07-2)

Guidance literature:

With sodium hydroxide; In water; at 30 ℃; pH=6.9;

DOI:10.1016/j.tetasy.2007.08.031

Reference yield:

Methyl 2-bromobutyrate (3196-15-4,69043-96-5) → methyl (S)-2-hydroxybutyrate (73349-08-3) + methyl (R)-2-bromobutanoate (3196-15-4,69043-96-5,114438-76-5,114438-75-4) + methyl D-α-hydroxybutyrate (73349-07-2) + (S)-2-bromobutyric acid methyl ester

Guidance literature:

With Sphingobium japonicum haloalkane dehalogenase; at 21 ℃; pH=8.2; optical yield given as %ee; enantioselective reaction; Tris sulfate buffer; Resolution of racemate; Enzymatic reaction;

DOI:10.1002/anie.201001753

Reference yield:

methyl 2-hydroxybutyrate (29674-47-3) + (R)-(1-naphthyl)-glycyl-(R)-phenylglycine (160289-70-3) → methyl D-α-hydroxybutyrate (73349-07-2) + (R)-((R)-2-Amino-2-naphthalen-1-yl-acetylamino)-phenyl-acetic acid; compound with (R)-2-hydroxy-butyric acid methyl ester + (R)-((R)-2-Amino-2-naphthalen-1-yl-acetylamino)-phenyl-acetic acid; compound with (S)-2-hydroxy-butyric acid methyl ester

Guidance literature:

In methanol; Yield given; Title compound not separated from byproducts; Ambient temperature;

DOI:10.1021/jo9818778

upstream raw materials:

methyl 2-hydroxybutyrate

(R)-(1-naphthyl)-glycyl-(R)-phenylglycine

Methyl 2-bromobutyrate

Downstream raw materials:

(S)-2-[4'-(2-Benzyl-benzofuran-3-yl)-3,5-dibromo-biphenyl-4-yloxy]-butyric acid methyl ester

(R)-2-((S)-3,3,3-Trifluoro-2-methoxy-2-phenyl-propionyloxy)-butyric 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、 Akazome,Takahashi,Ogura. "Enantiomeric inclusion of α-hydroxy esters by (R)-(1-naphthyl)glycyl- (R)-phenylglycine and the crystal structures of the inclusion cavities". . p. 2293 - 2300. Retrieved 2007/10/03.