NEW MATERIAL:An optically active fluorine-containing amino alcohol derivative of formula I (R is alkyl or aryl).
EXAMPLE: (1S,3R)- and (1R,3R)-4,4,4-trifluoro-3-hydroxy-1-phenyl-2-butylamine.
USE: A drug. Useful for the production of an amino sugar for physiologically active antineoplastic agent and oxygen inhibitor and a fluorine-containing derivative of natural alkaloid useful as an antibacterial agent or antineoplastic agent.
PREPARATION: The objective compound of formula I can be produced by reacting a fluorine-containing hydroxyketone derivative of formula II with dihydropyran in a solvent at 0W50°C, reacting the reaction product with O- benzyloxime in an alcohol solvent in the presence of a base at 50W100°C and reacting the produced oxime of formula III (Bn is benzyl) with a reducing agent such as LiAlH4 preferably in a solvent at -10+10°C.
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