Process for producing optically active amines

Details Process for producing optically active amines Process for producing optically active amines

C - Chemistry, Metallurgy

07

C

C07C 209/40 (2006.01) C07C 211/08 (2006.01) C07C 211/26 (2006.01) C07C 213/00 (2006.01) C07C 217/60 (2006.01) C07C 253/30 (2006.01) C07C 255/58 (2006.01) C07C 311/37 (2006.01) C07D 213/38 (2006.01)

Patent

CA 2052912

Disclosed is a process for producing an optically active amine represented by the formula (IV) (see formula IV) wherein R7 and R8 each denote an alkyl group, aryl group or aralkyl group, providing that they do not denote the same group at the same time, and * indicates an asymmetric carbon atom, which comprises reacting an asymmetric reducing agent obtained from (1) an optically active amine derivative represented by the formula (I) (see formula I) wherein R1 denotes an alkyl group, aryl group or aralkyl group; R2 denotes a hydrogen atom, alkyl group or aralkyl group; R3 denotes an aryl group or a substituent represented by the formula (II) (see formula II) wherein R4 and R5 each denote a hydrogen atom, aryl group or aralkyl group, and * is as defined above, (2) a metal borohydride and (3) sulfuric acid, with either the syn-isomer or the anti-isomer of an oxime derivative represented by the formula (III) or with a mixture rich in either one of the two isomers (see formula III) wherein R6 denotes an alkyl group, aralkyl group or alkyl-substituted silyl group, and R7 and R8 are as defined above. The optically active amine obtained can be used as a resolving agent for preparing medicinal agents, agricultural chemicals, or intermediates thereof .

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