Process for production of mono-substituted alkylated...

C - Chemistry – Metallurgy – 07 – C

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C07C 249/02 (2006.01) B01J 31/02 (2006.01) C07B 53/00 (2006.01) C07B 61/00 (2006.01) C07C 227/04 (2006.01) C07C 229/36 (2006.01) C07C 251/24 (2006.01)

Patent

CA 2610776

The present invention provides a method for producing asymmetrical mono-substituted alkylated compounds of .alpha.-amino acids that are represented by a specific formula, using an aldimine-type Schiff base. In the method of the present invention, the process of alkylating an aldimine-type Schiff base in a medium in the presence of an optically-active quaternary ammonium salt phase-transfer catalyst and an inorganic base is initiated, and subsequently the reaction is quenched at a time earlier than a time for completion of the stoichiometric reaction of the alkylation reaction, so that a mono-substituted alkylated product with high optical purity can be obtained.

L'invention concerne un procédé de fabrication d'un composé alkylé monosubstitué asymétrique d'un acide .alpha.-aminé représenté par une formule spécifique, ledit procédé utilisant une base de Schiff de type aldimine. Selon ce procédé, l'alkylation d'une base de Schiff de type aldimine est commencée dans un milieu en présence d'un catalyseur de transfert de phase à base de sel d'ammonium quaternaire optiquement actif et d'une base inorganique, puis la réaction est arrêtée avant d'atteindre l'équilibre stoechiométrique, permettant ainsi d'obtenir un produit alkylé monosubstitué présentant une grande pureté optique.

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