METHOD FOR PREPARING 14-BETA-HYDROXYBACCATIN III-1,14-CARBONATE Russian patent published in 2007 - IPC C07D305/14 

Abstract RU 2291866 C2

FIELD: organic chemistry, chemical technology, medicine, antibiotics.

SUBSTANCE: invention relates to a method for synthesis of 14β=hydroxybaccatin III-1,14-carbonate used in synthesis of novel taxane derivatives possessing an anti-tumor activity. Proposed method involves the following steps: (a) treatment of 7-triethylsilyl-13-ketobaccatin III of the formula: with suitable bases and oxidizing agents to yield 7-triethylsilyl-13-keto-14-hydroxybaccatin III of the formula: ; (b) carbonization of hydroxyl groups at positions 1 and 14 to yield 14β-hydroxy-7-TES-13-ketobaccatin III-1,14-carbonate of the formula: ; (c) reduction of ketone at position 13, and (d) removal of a protective group at position 7. Also, invention relates to novel intermediate substances. Invention provides simplifying of the process and enhancing yield.

EFFECT: improved method of synthesis.

10 cl, 1 ex

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RU 2 291 866 C2

Authors

Bombardelli Ehtsio

Fontana Gabriele

Dzhelmi Marija Luiza

Pokar Donato

Dates

2007-01-20Published

2002-07-18Filed