1,2-Dithiolane-3-propanoic acid

Base Information

• Chemical Name: 1,2-Dithiolane-3-propanoic acid
• CAS No.: 13125-44-5
• Deprecated CAS: 66679-02-5
• Molecular Formula: C6H10 O2 S2
• Molecular Weight: 178.276
• DSSTox Substance ID: DTXSID20927144
• Nikkaji Number: J113.543K
• Mol file: 13125-44-5.mol

Synonyms:4,6-dithiohexanoate;4,6-dithiohexanoic acid;bisnorlipoate

Chemical Property of 1,2-Dithiolane-3-propanoic acid

Chemical Property:

• Vapor Pressure: 1.23E-05mmHg at 25°C
• Boiling Point: 343.8°Cat760mmHg
• Flash Point: 161.7°C
• PSA: 87.90000
• Density: 1.307g/cm³
• LogP: 2.00490
• XLogP3: 1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 178.01222190
• Heavy Atom Count: 10
• Complexity: 127

Purity/Quality:

99% ^*data from raw suppliers

3-(1,2-DITHIOLAN-3-YL)PROPANOIC ACID 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CSSC1CCC(=O)O
• Uses: Bisnorlipoic acid is used as a reactant in the design and synthesis of dithiolane thiazolidinedione- and phenylacetic acid-based PPARγ agonists.

Technology Process of 1,2-Dithiolane-3-propanoic acid

There total 4 articles about 1,2-Dithiolane-3-propanoic 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: 56.0%

4,6-bis(benzylsulfanyl)hexanoic acid (5659-80-3) → Bisnorlipoic acid (13125-44-5)

Guidance literature:

With ammonia; sodium; In toluene;

Reference yield:

5-(2-chloroethyl)dihydrofuran-2(3H)-one (5864-77-7) → Bisnorlipoic acid (13125-44-5)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium / ethanol / 5 h / 20 °C / Reflux

2: sodium / toluene; ethanol / 1.5 h / Reflux

3: sodium; ammonia / toluene

With ammonia; sodium; In ethanol; toluene;

Reference yield:

5-(2-(benzylthio)ethyl)dihydrofuran-2(3H)-one (6725-60-6) → Bisnorlipoic acid (13125-44-5)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium / toluene; ethanol / 1.5 h / Reflux

2: sodium; ammonia / toluene

With ammonia; sodium; In ethanol; toluene;

upstream raw materials:

5-(2-chloroethyl)dihydrofuran-2(3H)-one

5-(2-(benzylthio)ethyl)dihydrofuran-2(3H)-one

4,6-bis(benzylsulfanyl)hexanoic acid

Refernces

• 1、 -. "1,2-DITHIOLANE AND DITHIOL COMPOUNDS USEFUL IN TREATING MUTANT EGFR-MEDIATED DISEASES AND CONDITIONS". . . Retrieved 2018/08/09.