Method for the preparation of enantiomerically enriched...

C - Chemistry – Metallurgy – 07 – C

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C07C 231/18 (2006.01) C07C 231/06 (2006.01) C07C 237/06 (2006.01) C07C 237/20 (2006.01) C07C 255/25 (2006.01) C07C 253/30 (2006.01)

Patent

CA 2393655

Process for the preparation of a diastereomerically enriched phenylglycine amide derivative in which an enantiomer- ically enriched phenylglycine amide is converted into the corresponding Schiff base with the aid of compound R2-C(O)-R3, and the Schiff base obtained is subsequently converted into the diastereomerically enriched phenylglycine amide derivative with the aid of a cyanide source, a reducing agent or an allyl organometallic compound. The phenylglycine amide derivatives obtained are interesting starting materials for the preparation of for example enantiomerically enriched .alpha.- and/or .beta.-amino acids and derivatives thereof, such as amides and esters, and amines.

La présente invention concerne un processus de préparation d'un dérivé amide phénylglycine enrichi sur le plan diastéréomère, dans lequel un amide phénylglycine enrichi sur le plan énantiomorphe est transformé en base de Schiff correspondante à l'aide d'un composé R2-C(O)-R3, et la base de Schiff obtenue est ensuite transformée en dérivé d'amide phénylglycine enrichi sur le plan diastéréomère à l'aide d'une source de cyanure, d'un agent de réduction ou d'un composé organométallique allyle. Ces dérivés amide phénylglycine obtenus sont des matériaux de départ intéressant pour la préparation d'acides amino- alpha ou amino- beta enrichis sur le plan énantiomorphe et de dérivés de ceux-ci, tels que des amides, des esters et des amines.

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