Butanedioic acid, mercapto-, (2R)-

Base Information

• Chemical Name: Butanedioic acid, mercapto-, (2R)-
• CAS No.: 20182-99-4
• Molecular Formula: C4H6O4S
• Molecular Weight: 150.155
• Mol file: 20182-99-4.mol

Synonyms:(R)-thiomalic acid;(R)-2-Mercapto-succinic acid;(+)(R)-Thioaepfelsaeure;(R)-mercaptosuccinic acid;D-Mercaptobernsteinsaeure;Butanedioic acid, mercapto-, (R)-;D-mercaptosuccinic acid;

Chemical Property of Butanedioic acid, mercapto-, (2R)-

Chemical Property:

• PSA: 113.40000
• LogP: -0.15590

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Butanedioic acid, mercapto-, (2R)-

There total 5 articles about Butanedioic acid, mercapto-, (2R)- 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: 90.0%

(R)-ethoxythiocarbonylmercapto-succinic acid (197433-30-0) → (R)-mercaptosuccinic acid (20182-99-4,644-87-1)

Guidance literature:

With ammonium hydroxide; In methanol; at 0 - 5 ℃;

DOI:10.1016/S0957-4166(98)00149-9

Reference yield: 81.0%

diethyl (R)-2-(acetylthio)succinate (89373-38-6) → (R)-mercaptosuccinic acid (20182-99-4,644-87-1) + (S)-2-mercaptosuccinic acid (74708-34-2,644-87-1)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; water; for 8h; Title compound not separated from byproducts; Heating;

DOI:10.1021/jo00369a020

Reference yield:

(R)-benzoylmercaptosuccinic acid (22119-13-7) + ammonium hydroxide → (R)-mercaptosuccinic acid (20182-99-4,644-87-1) + benzamide (55-21-0,27208-38-4)

Guidance literature:

at 180 ℃; partielle Racemisierung;

upstream raw materials:

diethyl (R)-2-(acetylthio)succinate

(R)-ethoxythiocarbonylmercapto-succinic acid

DL-thiomalic acid

(R)-benzoylmercaptosuccinic acid

Downstream raw materials:

D-Methylmercapto-bernsteinsaeure