摘要 |
PROBLEM TO BE SOLVED: To industrially obtain the subject compound useful as an intermediate for synthesizing 1β-methylcarbapenem derivatives having antibacterial actions by subjecting an industrially easily available azetidinone compound as a raw material to a simple one step operation. SOLUTION: (A) A compound of formula I (R<1> -R<3> are each an alkyl, an aryl) is reacted with (B) a compound of formula II (X is a halogen; R<4> is an organic group) in the presence of (C) a base selected from the group consisting of alkali metal hydrides, alkali metal alcoholates, alkali metal amides and organic lithium compounds to obtain (D) the compound of formula IV. In the reaction, a group of formula III is introduced to the nitrogen atom of the compound of formula I in one step and in good position selectivity. The compound of formula I is preferably (3S, 4R)-3-[(1R)-1-t-butyldimethylsilyloxyethyl]-4-[(1R)-1- carboxyethyl]-2-azetidinone. |