86044-18-0

Upstream product

• 186581-53-3 diazomethane 
• 13122-66-2 (+/-)-erythro-4-oxo-2.3-dimethyl-4-phenyl-butyric acid 
• 90288-86-1 1,3-Dimethyl-2-phenyl-2-trimethylsilanyloxy-cyclopropanecarboxylic acid methyl ester 
• 37471-46-8 1-phenyl-1-trimethylsiloxypropene 
• 86044-13-5 2,3-Dimethyl-4-oxo-4-phenyl-2-phenylsulfanyl-butyric acid methyl ester 
• 67-56-1 methanol 
• 7664-93-9 sulfuric acid 

Downstream Products

• 13122-66-2 (2R*,3S*)-2,3-dimethyl-4-oxo-4-phenylbutanoic acid 

Relevant academic research and scientific papers

THERAPEUTIC AGENT FOR DIABETES

A therapeutic agent for diabetes, which comprises a compound of the formula [I] wherein Xis a group of the formula wherein R4and R5are the same or different and each is a hydrogen atom, an optionally substituted alkyl having 1 to 5 carbon atoms and the like, and R6is a hydrogen atom or an amino-protecting group; R1is an optionally substituted alkyl having 1 to 5 carbon atoms, an optionally substituted alkenyl having 2 to 6 carbon atoms and the like, R2is a hydrogen atom, an optionally substituted alkyl having 1 to 5 carbon atoms and the like, R2' is a hydrogen atom, and R3is an optionally substituted alkyl having 1 to 5 carbon atoms and the like, a prodrug thereof, a pharmaceutically acceptable salt thereof, a hydrate thereof and a solvate thereof. The compound of the present invention shows superior blood sugar decreasing action on the state of hyperglycemia, but does not affect the blood sugar when it is in the normal range or in the hypoglycemic state, which means that it is free of serious side effects such as hypoglycemia. Therefore, the compound of the present invention is useful as a therapeutic drug for diabetes and also useful as a preventive of the chronic complications of diabetes.

Ring Opening Reactions of Methyl 2-Siloxycyclopropanecarboxylates to Oxoalkanoic Acid Derivatives

A great variety of methyl 2-(trialkylsiloxy)cyclopropanecarboxylates C1 - C31 are cleaved under very mild conditions and with excellent yields providing 4-oxoalkanoic esters D1 - D31 which are important synthetic building blocks.Even sensible esters with formyl, vinyl ketone, or trimethylsiloxy functions can be prepared.Corresponding to the regioselective synthesis of C isomeric pairs of D can deliberately be constructed.In the presence of an electrophile alkylating ring opening delivers 4-oxoalkanoates substituted in position 2, however, the degree of alkylation does not exceed 60percent.Several other cleavage variations allow syntheses of other 4-oxoalkanoic acid derivatives in effective one-pot procedures.

THE METHOXYCARBONYLALKYLATION AND METHOXYCARBONYLALKYLIDENATION OF SILYL ENOL ETHERS

Silyl enol ethers (1) react with the phenylthio(methoxycarbonyl)alkyl chlorides (2) in the presence of Lewis acids to give good yields of the γ-ketoesters (3); oxidative and reductive desulphurisations give the saturated (4) and unsaturated (5 or 6) γ-ket