摘要 |
PROBLEM TO BE SOLVED: To obtain the subject new compound useful as an intermediate raw material for a fluoroquinonecarboxylic acid-based antimicrobial agent. SOLUTION: This compound is shown by formula I. The compound of formula I is obtained by subjecting a compound of formula II (R<1> is H or the like) to a Michael addition reaction with an acrylic acid ester in a solvent in the presence of a base, further subjecting the addition product to Dieckmann condensation to give a compound of formula III (R<2> is phenyl or the like), further treating the compound with a hydroxylamine or an alkoxylamine in a solvent in the presence of a base to subject a carbonyl group to imination to give a compound of formula IV, treating the compound of formula IV with borane- tetrahydrofuran complex in a solvent to reduce the imino group and the ester group, protecting the formed amino group to give a compound of formula V and specifically acetylating the hydroxyl group part of one of the stereoisomer. The above-mentioned compound is an intermediate for producing (3S,4S)-3- amino-4-fluoromethylpyrrolidine useful as a raw material for an antimicrobial agent. |