A - Human Necessities – 61 – K
Patent
A - Human Necessities
61
K
167/211, 260/243
A61K 31/54 (2006.01) C07C 205/37 (2006.01) C07D 265/36 (2006.01) C07D 279/16 (2006.01) C07D 498/06 (2006.01) C07D 513/06 (2006.01)
Patent
CA 2002395
ABSTRACT Optically active 7,8-difluoro-3,4-dihydro-3- methyl-2H-[1,4]benzoxazines and 7,8-difluoro-3,4-dihydro-2- methyl-2H-[1,4]benzoxazines and the corresponding benzothiazines of formula III, Image III where, one of the substituents R1, R2, R3 and R4 is CH20H or -CH2Z, the remaining being hydrogen, X denotes fluoro, chloro, methyl or hydrogen, Y is oxygen or sulfur and Z is hydrogen, fluoro or protected hydroxyl are obtained as the stereochemically pure products of a stereospecific synthesis using a 3,4-difluoronitrobenzene substituted with a stereochemically pure 2-(1-hydroxyisopropoxy), 2-(2- hydroxypropoxy), 2-(1-hydroxyisopropylthio) or 2-(2- hydroxypropylthio) substituent. The obtained compounds are suited for the production of optically active pyridobenzoxazines and pyridobenzothiazines, among which are useful antibacterial optically active quinolones, particularly (S)-(-)-ofloxacin.
Booy Johannes
Koger Hein S.
Marx Arthur F.
Van Zoest Willem J.
Booy Johannes
Gist - Brocades N.v.
Koger Hein S.
Marx Arthur F.
Osler Hoskin & Harcourt Llp
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