C - Chemistry – Metallurgy – 07 – D
Patent
C - Chemistry, Metallurgy
07
D
C07D 305/14 (2006.01) C07F 7/10 (2006.01) C07H 15/26 (2006.01)
Patent
CA 2211799
The invention relates to a process for converting Taxol A, B and C to Taxol primary amine which can then be easily and efficiently converted to Taxol A or docetaxel, thereby significantly increasing the yield of these products from biomass. The method includes the removal of the amide from the side-chain with Schwartz's reagent to form an imine, followed by the hydrolysis of the imine to the primary amine. The primary amine can then be converted to Taxol A or docetaxel. New Taxol imine compounds and primary amine salts have been formed by this process.
La présente invention concerne un procédé de conversion de Taxol A, B et C en amine primaire du Taxol qui peut être ensuite facilement et efficacement convertie en Taxol A ou docetaxel, accroissant par là de façon importante la production de ces produits issus de la biomasse. Le procédé consiste notamment à retirer l'amide de la chaîne latérale au moyen du réactif de Schwartz afin de former une imine, puis à hydrolyser l'imine en amine primaire. Cette amine primaire peut ensuite être convertie en Taxol A ou en docetaxel. Les composés imine du Taxol et les sels d'amines primaires de la présente invention ont été formés selon ce procédé.
Cheng Xiaoqin
Murray Christopher K.
Peterson S. Kent
Zheng Qun Y.
Hauser Inc.
Hauser Chemical Research Inc.
Smart & Biggar
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