パクリタキセル及びパクリタキセル前駆体に至るグリコシド置換化パクリタキセル類の酸化並びに中間体として形成した新規タキサン化合物

Japanese Patent JP3878204

B2

A process for the conversion of glycoside substituted taxanes to taxol and related compounds that can serve as precursors to taxol. The process includes the oxidation of glycoside substituted taxanes to convert the glycoside to the hydroxyl group. The oxidation can occur in the presence of an acid or followed by treatment with acid. Application of the process to 7-xylosyl taxol ("XT") yields taxol; application to other glycoside substituted taxanes forms compounds that can serve as precursors for taxol. The process includes the formation of certain new taxol related intermediate compounds having a hemialdal at the C-7 site on the taxane ring, which hemialdal can then be converted to taxol or taxol precursors. Since glycoside substituted taxanes are isolated with taxol from naturally occurring biomass, their conversion to taxol using the process of the present invention significantly improves the total yield of taxol from natural sources.

WO/1996/030355	NOVEL TAXOIDS, PREPARATION THEREOF AND PHARMACEUTICAL COMPOSITIONS CONTAINING SAME
JP3478341	INDUSTRIAL APPLICABILITY: Method and apparatus for extracting paclitaxel from a raw material.
WO/2001/055126	SYNTHESIS OF WATER SOLUBLE 9-DIHYDRO-PACLITAXEL DERIVATIVES FROM 9-DIHYDRO-13-ACETYLBACCATIN III

Murray, Christopher K.
Beck Vermit, Jeffrey Tea.
Bailey, David Tee.
Peterson, Es, Kent

JP51219094A

February 07, 2007

November 02, 1993

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Hauser Incorporated

C07D305/14; A61K31/337; A61K31/357; C07D407/04; C07D407/12; C07H15/24; C07H15/256

Lataste, H. et al., Proc. Natl. Acad. Sci., 1984年,Vol.81, pp.4090-4094
Senilh, V. et al., Journal of Natural Products, 1984年,Vol.47, No.1, pp.131-137

Takashi Ishida
Jun Tsuruta
Yoichi Watanabe

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