S-phenyl 2,5,5-trimethyl-3-oxohexanethioate

Base Information

• Chemical Name: S-phenyl 2,5,5-trimethyl-3-oxohexanethioate
• CAS No.: 1052108-47-0
• Molecular Formula: C₁₅H₂₀O₂S
• Molecular Weight: 264.389
• Mol file: 1052108-47-0.mol

Synonyms:S-phenyl 2,5,5-trimethyl-3-oxohexanethioate

Chemical Property of S-phenyl 2,5,5-trimethyl-3-oxohexanethioate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of S-phenyl 2,5,5-trimethyl-3-oxohexanethioate

There total 2 articles about S-phenyl 2,5,5-trimethyl-3-oxohexanethioate 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: 87.0%

S-phenylthiopropionate (18245-72-2) + 1-(1H-1,2,3-benzotriazol-1-yl)-3,3-dimethyl-1-butanone (55889-34-4) → S-phenyl 2,5,5-trimethyl-3-oxohexanethioate (1052108-47-0)

Guidance literature:

With magnesium bromide ethyl etherate; N-ethyl-N,N-diisopropylamine; In dichloromethane; for 4h; under 760.051 Torr; chemoselective reaction;

DOI:10.1021/ol801498u

Reference yield:

tert-Butylacetic acid (1070-83-3) → S-phenyl 2,5,5-trimethyl-3-oxohexanethioate (1052108-47-0)

Guidance literature:

Multi-step reaction with 2 steps

1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 12 h / Inert atmosphere

2: magnesium bromide diethyl etherate; N-ethyl-N,N-diisopropylamine / dichloromethane / 12 h / Inert atmosphere

With oxalyl dichloride; magnesium bromide diethyl etherate; N-ethyl-N,N-diisopropylamine; N,N-dimethyl-formamide; In dichloromethane;

DOI:10.1021/acs.joc.9b00397

upstream raw materials:

S-phenylthiopropionate

1-(1H-1,2,3-benzotriazol-1-yl)-3,3-dimethyl-1-butanone

tert-Butylacetic acid

Refernces

• 1、 Zhou, Guoqiang,Lim, Daniel,Fang, Fang,Coltart, Don M.. "A practical synthesis of b-keto thioesters by direct crossed-claisen coupling of thioesters and N-acylbenzotriazoles". experimental part. p. 3350 - 3352. Retrieved 2010/03/03.