Preparation of Taxol and docetaxel through primary amines

Details Preparation of Taxol and docetaxel through primary amines Preparation of Taxol and docetaxel through primary amines

1997-05-07

1998-09-15

Trinh, Ba K.

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

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

549511, C07D30514

Patent

active

058081135

ABSTRACT:
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.

REFERENCES:
patent: 4857653 (1989-08-01), Colin et al.
patent: 4876399 (1989-10-01), Holton et al.
patent: 5015744 (1991-05-01), Holton
patent: 5319112 (1994-06-01), Kingston et al.
patent: 5356928 (1994-10-01), Murray et al.

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