摘要 |
PURPOSE:To obtain the titled compound useful as an intermediate for synthesizing antibiotic thienamycin, by reacting a 3-aminoglutaconic acid alkyl ester as a raw material having a protected amino group with a Grignard reagent to carry out ring closure readily. CONSTITUTION:A 3-aminoglutaconic acid alkyl ester with a protected amino group is dissolved in a solvent, e.g., anhydrous benzene, etc. and chloromethyl silane is added dropwise to the prepared solution is the presence of triethylamine. The resulting solution is stirred at room temperature for 20hr under N2 stream to precipitate crystal, which is filtered off. An ether solution of ethylmagnesium bromide is added to the prepared filtrate and the reaction is carried out at room temperature for 20hr to give a beta-lactam ring compound, a 2-azetidine, e.g., 4-ethyloxycarbonylmethylazetidine-2-one, etc. |