Asparagusic acid

Base Information

• Chemical Name: Asparagusic acid
• CAS No.: 2224-02-4
• Molecular Formula: C4H6 O2 S2
• Molecular Weight: 150.222
• Hs Code.: 2934999090
• UNII: VAD3XV509R
• DSSTox Substance ID: DTXSID00176779
• Nikkaji Number: J13.270E
• Wikipedia: Asparagusic_acid
• Wikidata: Q312125
• Metabolomics Workbench ID: 43934
• ChEMBL ID: CHEMBL3581910
• Mol file: 2224-02-4.mol

Synonyms:1,2-dithiolane-4-carboxylic acid;asparagusic acid

Chemical Property of Asparagusic acid

Chemical Property:

• Vapor Pressure: 5.19E-05mmHg at 25°C
• Melting Point: 76.5-77.5 °C
• Boiling Point: 323.9°Cat760mmHg
• PKA: 3.88±0.20(Predicted)
• Flash Point: 149.7°C
• PSA: 87.90000
• Density: 1.503g/cm³
• LogP: 1.08220
• Storage Temp.: 2-8°C
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 149.98092178
• Heavy Atom Count: 8
• Complexity: 98.2

Purity/Quality:

97% ^*data from raw suppliers

Asparagusicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(CSS1)C(=O)O

Technology Process of Asparagusic acid

There total 8 articles about Asparagusic 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: 89.0%

3-benzylthio-2-((benzylthio)methyl)propanoic acid (81079-79-0) → 1,2-dithiolane-4-carboxylic acid (2224-02-4)

Guidance literature:

3-benzylthio-2-((benzylthio)methyl)propanoic acid; With ammonia; sodium; In toluene; at -78 ℃; for 0.583333h;

With iron(III) chloride; oxygen; In water; toluene; for 2h;

Reference yield: 77.0%

3-bromo-2-(bromomethyl)propionic acid (41459-42-1) → 1,2-dithiolane-4-carboxylic acid (2224-02-4)

Guidance literature:

With piperidinium thiotungstate; at 25 ℃; for 4h;

DOI:10.1021/jo00274a002

Reference yield: 60.0%

dihydroasparagusic acid (7634-96-0) → 1,2-dithiolane-4-carboxylic acid (2224-02-4)

Guidance literature:

With dimethyl sulfoxide;

DOI:10.1021/ja00294a051

upstream raw materials:

3-mercapto-2-(mercaptomethyl)propanoic acid

3-bromo-2-(bromomethyl)propionic acid

diethyl 1,2-dithiolane-4,4-dicarboxylate

dihydroasparagusic acid

Downstream raw materials:

S,S'-bis(p-phenylbenzyl)dihydroasparagusate