DL-5-(1,2-Dithiolan-3-yl)valeramide

Base Information

• Chemical Name: DL-5-(1,2-Dithiolan-3-yl)valeramide
• CAS No.: 3206-73-3
• Molecular Formula: C8H15NOS2
• Molecular Weight: 205.34
• Mol file: 3206-73-3.mol

Synonyms:5-(Dithiolan-3-yl)valeramide;NSC 52961;NSC 90787;DL-5-(1,2-Dithiolan-3-yl)valeramide;

Chemical Property of DL-5-(1,2-Dithiolan-3-yl)valeramide

Chemical Property:

• Vapor Pressure: 3.29E-12mmHg at 25°C
• Melting Point: 128-131 oC
• Refractive Index: 1.617
• Boiling Point: 551.5oC at 760 mmHg
• Flash Point: 287.3oC
• PSA: 93.69000
• Density: 1.313g/cm3
• LogP: 2.88610
• Storage Temp.: 2-8°C

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Uses: hepatoprotectant

Technology Process of DL-5-(1,2-Dithiolan-3-yl)valeramide

There total 7 articles about DL-5-(1,2-Dithiolan-3-yl)valeramide 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: 93.0%

thioctic acid-N-hydroxysuccinimide ester (40846-94-4) → lipoamide (940-69-2,165171-77-7,3206-73-3)

Guidance literature:

With ammonium hydroxide; In dichloromethane; acetonitrile; at 20 ℃; for 1h; Inert atmosphere;

DOI:10.1016/j.tetlet.2012.08.150

Reference yield: 85.0%

2,5-dioxopyrrolidin-1-yl 5-(1,2-dithiolan-3-yl)pentanoate (1115175-97-7) → α-lipoic amide (165171-77-7,3206-73-3)

Guidance literature:

With ammonia; In dichloromethane; at 20 ℃; Cooling with acetone-dry ice;

Reference yield: 34.0%

Thioctic acid (1077-28-7,62-46-4) → lipoamide (940-69-2,165171-77-7,3206-73-3)

Guidance literature:

With ammonium hydroxide; immobilized Candida antarctica Lipase B; In 1,4-dioxane; water; at 50 ℃; for 72h; Reagent/catalyst; Sealed tube; Enzymatic reaction;

DOI:10.1016/j.tetlet.2018.04.049

upstream raw materials:

Thioctic acid

dihydrolipoamide

2,2-dimethyl-3,4-dihydro-2H-benzo[h]chromene-5,6-dione

thioctic acid-N-hydroxysuccinimide ester

Refernces

• 1、 Manova, Daniela,Gallier, Florian,Tak-Tak, Lotfi,Yotava, Lyubov,Lubin-Germain, Nadège. "Lipase-catalyzed amidation of carboxylic acid and amines". supporting information. p. 2086 - 2090. Retrieved 2018/05/04.
• 2、 De La Reberdiere, Arnaud,Lachaud, Fabien,Chuburu, Francoise,Cadiou, Cyril,Lemercier, Gilles. "Synthesis of a new family of protected 1,4,7,10-tetraazacyclododecane-1,4, 7-triacetic acid derivatives with thioctic acid pending arms". . p. 6115 - 6118,4. Retrieved 2020/08/20.