PURPOSE: To enable advantageous production of diphenyloxazolidinone by reaction between (4R,5S)-4,5-diphenyl-3-vinyl-2-oxazolidinone or its antipode and a monofluorocarbene in the presence of a porous synthetic zeolite and/or an ether.
CONSTITUTION: In the production of (4R,5S)-3-[(1R,2S)-2-fluorocyclo-propyl]-4,5- diphenyl-2-oxazolidinone of formula II or its antipode by reaction of (4R,5S)-4,5- diphenyl-3-vinyl-2-oxazolidinone or its antipode with a monofluorocarbene, the reaction is carried out in the presence of a porous synthetic zeolite and/or an ether or ester, particularly an ether selected from those of formula III to formula VIII (R1 to R8 are each an alkyl, phenyl; m, n are 1 to 4) or an ester selected from those of formula IX (R9, R10 are each an acyl). This process markedly increases the reaction yield and the stereoselectivity in the reaction. The compound of formula II is useful as an intermediate for an excellent antimicrobial.
TAMURA OSAMU
KOBAYASHI YUKO
HASHIMOTO MASARU
KATO TADASHI
NAKATANI KAZUHIKO
KAMATA MASAHIRO
HAYAKAWA ISAO
AKIBA TOSHIFUMI
SAGAMI CHEM RES