rac-Lipoic Acid Impurity 1 (S-Oxide)

Base Information

• Chemical Name: rac-Lipoic Acid Impurity 1 (S-Oxide)
• CAS No.: 108015-78-7
• Molecular Formula: C₈H₁₄O₃S₂
• Molecular Weight: 222.329
• Mol file: 108015-78-7.mol

Synonyms:2-oxide-β-lipoic acid

Chemical Property of rac-Lipoic Acid Impurity 1 (S-Oxide)

Chemical Property:

• Storage Temp.: -20°C Freezer, Under inert atmosphere
• Solubility.: Chloroform (Slightly), Ethyl Acetate (Slightly)

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: β-2-Lipoic Acid is a constituent or an effective substance of camomiles.

Technology Process of rac-Lipoic Acid Impurity 1 (S-Oxide)

There total 7 articles about rac-Lipoic Acid Impurity 1 (S-Oxide) 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: 63.11%

Thioctic acid (1077-28-7,62-46-4) → 2-oxide-β-lipoic acid (108015-78-7)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In chloroform; at 0 - 10 ℃; for 2h;

Reference yield:

Thioctic acid (1077-28-7,62-46-4) → 1-oxide-β-lipoic acid (6992-30-9) + 2-oxide-β-lipoic acid (108015-78-7)

Guidance literature:

With 1,1'-sulfinylbisbenzene; Re(O)Cl₃(PPh₃)2; In dichloromethane; at 25 ℃;

DOI:10.1021/ja972013r

Reference yield:

1,2-dithiolane-3-pentanoic acid methyl ester (46236-19-5) → 1-oxide-β-lipoic acid (6992-30-9) + 2-oxide-β-lipoic acid (108015-78-7)

Guidance literature:

1,2-dithiolane-3-pentanoic acid methyl ester; With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 20 ℃; for 1h;

With sodium hydroxide; In methanol; water; at 20 ℃; for 1h;

upstream raw materials:

Thioctic acid

1,2-dithiolane-3-pentanoic acid methyl ester

(R)-1,2-dithiolane-3-pentanoic acid

Downstream raw materials:

dihydrolipoic acid

5-(2-Oxo-2λ⁴-[1,2]dithiolan-3-yl)-pentanoic acid {(S)-1-[(S)-1-(4-chloro-benzyl)-2-ethylcarbamoyl-2-hydroxy-ethylcarbamoyl]-2-methyl-propyl}-amide

Refernces

• 1、 Patterson et al.. "-". . p. 1823,1826. Retrieved 1954.
• 2、 -. "HETEROCYCLIC-DITHIOL CLICK CHEMISTRY". Paragraph 00186; 00187. . Retrieved 2019/02/02.