74936-94-0

Upstream product

• 100-58-3 phenylmagnesium bromide 
• 195138-76-2 (S)-5-Oxo-pyrrolidine-2-carboxylic acid methoxy-methyl-amide 
• 4931-66-2 methyl (S)-pyroglutamate 

Downstream Products

• 110529-27-6 (S)-1-[(2S)-1-benzylpyrrolidin-2-yl](phenyl)methanol 
• 220058-21-9 (R)-1-[(2S)-1-benzylpyrrolidin-2-yl](phenyl)methanol 
• 74936-95-1 (S)-α-<(R)-pyrrolidin-2-yl>benzyl alcohol 
• 74936-96-2 (S)-α-<(S)-pyrrolidin-2-yl>benzyl alcohol 
• 220058-24-2 (2S,3R)-1-benzyl-3-hydroxy-2-phenylpiperidine 
• 220058-27-5 trans (2S,3R)-N-benzyl-3-acetoxy-2-phenylpiperidine 

Relevant academic research and scientific papers

Enantioselective synthesis of 2,3-disubstituted piperidines from (S)- methylpyroglutamate

N-methoxy-N-methylamide derived from (S)-methylpyroglutamate was prepared in good yield and allowed the addition of Grignard reagents. Erythro (2S)-1-benzyl-2-hydroxybenzyl pyrrolidine obtained by this way was converted into (2S,3R)-1-benzyl-3-hydroxy-2-phenylpiperidine and its chloro analog.

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.