Process for producing keto nitrile derivative

Details Process for producing keto nitrile derivative Process for producing keto nitrile derivative

1996-01-23

1997-11-18

Higel, Floyd D.

Organic compounds -- part of the class 532-570 series

Organic compounds

Nitriles

564342, 564343, C07C25300, C07C22500

Patent

active

056889852

ABSTRACT:
A process for producing a (4S)-4-(N,N-dibenzyl)amino-5-phenyl-3-oxo-pentanenitrile derivative which comprises reacting a (2S)-2-(N,N-dibenzyl)aminophenylalanine ester derivative with acetonitrile in the presence of a lithium compound or a magnesium compound is disclosed, and a process for producing a (2S)-2-(N,N-dibenzyl)amino-5-amino-1,6-diphenyl-4-hexen-3-one derivative which comprises adding a benzylmagnesium halide or a benzyllithium to a reaction solution containing the (4S)-4-(N,N-dibenzyl)amino-5-phenyl-3-oxo-pentanenitrile derivative and reacting the derivative with the benzylmagnesium halide or the benzyllithium is also disclosed. According to these processes, optically pure (4S)-4-(N,N-dibenzyl)amino-5-phenyl-3-oxo-pentanenitrile derivative and (2S)-2-(N,N-dibenzyl)amino-5-amino-1,6-diphenyl-4-hexen-3-one derivative can be produced in a good yield on an industrial scale.

REFERENCES:
patent: 5491253 (1996-02-01), Stuk et al.
Stuk et al., J. Org. Chem., 59(15), 4040-4041 (1994).

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