3,3'-Disulfanediylbis((2S)-2-methylpropanoic) acid

Base Information

• Chemical Name: 3,3'-Disulfanediylbis((2S)-2-methylpropanoic) acid
• CAS No.: 65134-74-9
• Molecular Formula: C8H14O4S2
• Molecular Weight: 238.32436
• UNII: KYY7I2KQL2
• DSSTox Substance ID: DTXSID80215453
• Wikidata: Q27282511
• Mol file: 65134-74-9.mol

Synonyms:3,3'-Disulfanediylbis((2S)-2-methylpropanoic) acid;65134-74-9;UNII-KYY7I2KQL2;KYY7I2KQL2;Captopril impurity N [EP];Propanoic acid, 3,3'-dithiobis(2-methyl-, (S-(R*,R*))-;(2S)-3-[[(2S)-2-carboxypropyl]disulfanyl]-2-methylpropanoic acid;3,3'-Disulfanediylbis[(2S)-2-methylpropanoic] Acid;SCHEMBL11193240;DTXSID80215453;CAPTOPRIL IMPURITY N [EP IMPURITY];CS-0166040;Q27282511;(2S,2'S)-3,3'-disulfanediylbis(2-methylpropanoic acid)? (Captopril Impurity pound(c)

Chemical Property of 3,3'-Disulfanediylbis((2S)-2-methylpropanoic) acid

Chemical Property:

• Boiling Point: 424.9±30.0 °C(Predicted)
• PKA: 4.03±0.10(Predicted)
• PSA: 125.20000
• Density: 1.334±0.06 g/cm3(Predicted)
• LogP: 1.80920
• XLogP3: 1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 7
• Exact Mass: 238.03335127
• Heavy Atom Count: 14
• Complexity: 186

Purity/Quality:

98%Min ^*data from raw suppliers

3,?3''-?Disulfanediylbis[(2S?)?-?2-?methylpropanoic]Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(CSSCC(C)C(=O)O)C(=O)O
• Isomeric SMILES: C[C@H](CSSC[C@@H](C)C(=O)O)C(=O)O
• Uses: 3,?3''-?Disulfanediylbis[(2S?)?-?2-?methylpropanoic] Acid (Captopril EP Impurity N) is an impurity of Captopril (C175750), an orally active angiotensin-converting enzyme (ACE) inhibitor(1) which acts as a neuroprotective & neuroresearch product.

Technology Process of 3,3'-Disulfanediylbis((2S)-2-methylpropanoic) acid

There total 2 articles about 3,3'-Disulfanediylbis((2S)-2-methylpropanoic) 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:

(S)-3-mercapto-2-methyl-propionic acid (75172-11-1) → (-)-2,2'-dimethyl-3,3'-dithiobispropionic acid (65134-74-9)

Guidance literature:

With iodine;

DOI:10.1021/jm00363a011

Reference yield:

(S)-β-methoxythiocarbonylmercapto-isobutyric acid (81484-32-4) → (-)-2,2'-dimethyl-3,3'-dithiobispropionic acid (65134-74-9)

Guidance literature:

With ammonia; iodine;

Reference yield:

(R)-2-(4-Methoxy-phenyl)-thiazolidine-4-carboxylic acid (222404-25-3) + (-)-2,2'-dimethyl-3,3'-dithiobispropionic acid (65134-74-9) + isobutyl chloroformate (543-27-1) → (4R,4'R)-3,3'-[3,3'-Dithiobis[(2S)-2-methylpropanoyl]]bis[2-(4-methoxyphenyl)-4-thiazolidinecarboxylic acid]

Guidance literature:

With triethylamine; In tetrahydrofuran; water;

upstream raw materials:

(S)-β-methoxythiocarbonylmercapto-isobutyric acid

(S)-3-mercapto-2-methyl-propionic acid