Fremgangsmåde til fremstilling af optisk aktive aminer
An optically active amine, which is an important compound as a resolving agent for medicines, agricultural chemicals, intermediates thereof, etc. and has the general formula (III), wherein R6 and R7, which are different from each other, represent an aryl group which may be substituted with an alkyl...
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Zusammenfassung: | An optically active amine, which is an important compound as a resolving agent for medicines, agricultural chemicals, intermediates thereof, etc. and has the general formula (III), wherein R6 and R7, which are different from each other, represent an aryl group which may be substituted with an alkyl group, an aralkyl group which may be substituted with an alkyl group, or an alkyl group, and * represents an asymmetric carbon atom, is prepared by (a) forming an asymmetric reducing agent by reacting an optically active aminoalcohol represented by the general formula (I), wherein R1 and R2 represent a hydrogen atom or an alkyl or alkoxyl group, R3 represents a hydrogen atom or an alkyl group, R4 represents an alkyl group, and * is as defined above, with a boron hydride compound and (b) reacting the asymmetric reducing agent thus formed with the anti-form or syn-form isomer of an oxime derivative represented by the general formula (II), wherein R5 represents an alkyl, aralkyl or alkyl-substituted silyl group, and R6 and R7 are as defined above, or a mixture of the isomers which is rich in either one of them, said optically active amine represented by the general formula (III) having an absolute steric configuration which is the same as that of the amino group-substituted carbon atom in the general formula (I) when the oxime derivative of the general formula (II) is of the anti-form structure or rich in the same and opposite to that of the amino group-substituted carbon atom in the general formula (I) when the oxime derivative of the general formula (II) is of the syn-form structure or rich in the same. |
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