1052108-47-0

Basic information

• Product Name: S-phenyl 2,5,5-trimethyl-3-oxohexanethioate
• Synonyms: S-phenyl 2,5,5-trimethyl-3-oxohexanethioate
• CAS NO: 1052108-47-0
• Molecular Weight: 264.389
• Mol File: 1052108-47-0.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: S-phenyl 2,5,5-trimethyl-3-oxohexanethioate(CAS DataBase Reference)
• NIST Chemistry Reference: S-phenyl 2,5,5-trimethyl-3-oxohexanethioate(1052108-47-0)
• EPA Substance Registry System: S-phenyl 2,5,5-trimethyl-3-oxohexanethioate(1052108-47-0)

Safety Data

• Hazardous Substances Data: 1052108-47-0(Hazardous Substances Data)

Upstream product

• 1070-83-3 tert-Butylacetic acid 
• 18245-72-2 S-phenylthiopropionate 
• 55889-34-4 1-(1H-1,2,3-benzotriazol-1-yl)-3,3-dimethyl-1-butanone 

Relevant articles and documents

Synthesis of 1,3-Diketones and β-Keto Thioesters via Soft Enolization

Ketones and thioesters undergo soft enolization and acylation using crude acid chlorides on treatment with MgBr2·OEt2 and i-Pr2NEt to give 1,3-diketones and β-keto thioesters, respectively. The use of crude acid chlorides adds efficiency and cost reduction by avoiding the need to purify and/or purchase them. The process is conducted in a direct fashion that does not require prior enolate formation, further enhancing its efficiency and making it very easy to carry out. The method is suitable for large scale applications. ?

Direct carbon - Carbon bond formation via chemoselective soft enolization of thioesters: A remarkably simple and versatile crossed-claisen reaction applied to the synthesis of LY294002

(Chemical Equation Presented) Thioesters undergo chemoselective soft enolization and acylation by N-acylbenzotriazoles on treatment with MgBr 2·OEt2 and i-Pr2NEt to give β-keto thloesters. Prior enolate formation is not required, and the reaction is conducted using untreated CH2Cl2 open to the air. The coupled products are stable synthetic equivalents of β-keto acids and can be converted directly into β-keto esters, β-keto amides, and β-diketones under mild conditions. The utility of this carbon-carbon bond-forming method is shown through the synthesis of the PI3-K inhibitor LY294002.