(R)-3-(benzoylthio)-2-methylpropionic acid

Base Information

• Chemical Name: (R)-3-(benzoylthio)-2-methylpropionic acid
• CAS No.: 74407-70-8
• Molecular Formula: C11H12O3S
• Molecular Weight: 224.28
• Mol file: 74407-70-8.mol

Synonyms:(R)-(+)-3-(Benzoylthio)-2-methylpropionicacid;3-(benzoylsulfanyl)-2-methylpropanoic acid;(S)-3-(Benzoylthio)-2-methylpropionic acid;2-methyl-3-(phenylcarbonylthio)propanoic acid;propanoic acid, 3-(benzoylthio)-2-methyl-;

Chemical Property of (R)-3-(benzoylthio)-2-methylpropionic acid

Chemical Property:

• Vapor Pressure: 4.77E-06mmHg at 25°C
• Refractive Index: 1.579
• Boiling Point: 367.5 °C at 760 mmHg
• Flash Point: 176 °C
• PSA: 79.67000
• Density: 1.249 g/cm³
• LogP: 2.28070

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (R)-3-(benzoylthio)-2-methylpropionic acid

There total 2 articles about (R)-3-(benzoylthio)-2-methylpropionic acid 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:

(+/-)-methyl-3-benzoylthio-2-methylpropionate (107184-54-3) → (R)-3-Benzoylsulfanyl-2-methyl-propionic acid (74407-70-8)

Guidance literature:

With Aspergillus niger; at 22 ℃; for 44h; phosphate buffer, pH 7.0;

DOI:10.1016/S0040-4039(00)85169-2

Reference yield:

(D)-3-(Benzoylthio)-2-methylpropanoic acid (74431-50-8) → (R)-3-Benzoylsulfanyl-2-methyl-propionic acid (74407-70-8)

Guidance literature:

DOI:10.1248/cpb.31.570

Reference yield:

(R)-3-Benzoylsulfanyl-2-methyl-propionic acid (74407-70-8) → (R)-2-((R)-3-Benzoylsulfanyl-2-methyl-propionyl)-1,2,3,4-tetrahydro-isoquinoline-3-carboxylic acid benzyl ester (87022-29-5,87022-30-8)

Guidance literature:

Multi-step reaction with 2 steps

1: thionyl chloride

2: triethyl amine / tetrahydrofuran / 4 h / 5 - 10 °C

With thionyl chloride; triethylamine; In tetrahydrofuran;

DOI:10.1248/cpb.31.570

upstream raw materials:

(+/-)-methyl-3-benzoylthio-2-methylpropionate

(D)-3-(Benzoylthio)-2-methylpropanoic acid

Downstream raw materials:

3-(benzoylthio)-2(S)-methylpropionyl chloride

(R)-2-((R)-3-Benzoylsulfanyl-2-methyl-propionyl)-1,2,3,4-tetrahydro-isoquinoline-3-carboxylic acid benzyl ester

(S)-2-((R)-3-Benzoylsulfanyl-2-methyl-propionyl)-1,2,3,4-tetrahydro-isoquinoline-3-carboxylic acid benzyl ester

Refernces

• 1、 Hayashi,Ozaki,Nunami,Uchida,Kato,Kinashi,Yoneda. "Studies on angiotensin-converting enzyme inhibitors. I. Syntheses and angiotensin-converting enzyme inhibitory activity of 2-(3-merecaptopropionyl)-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid derivatives". . p. 570 - 576. Retrieved 2007/10/02.