Taxol derivatives

Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...

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549511, C07D30514

Patent

active

052487962

ABSTRACT:
The present invention relates to 10-desacetoxy-11,12-dihydrotaxol-10,12(18)-diene derivatives which are useful as antitumor agents and as intermediates for the preparation of 10-desacetoxytaxol. Also disclosed is a novel process for the preparation of 10-desacetoxytaxol which comprises treating hydroxy protected 10-deacetyltaxol with 1,1,2-trifluoro-2-chlorotriethylamine followed by catalytic hydrogenation.

REFERENCES:
patent: 4243594 (1981-01-01), Beale et al.
Gamini Samaranayake et al, "Modified Taxols. 5. Reaction of Taxol with Electrophilic Reagents and Preparation of a Rearranged Taxol Derivative with Tubulin Assembly Activity," Journal of Organic Chemistry, 1991, vol. 56, pp. 5114-5119.
N. N. Yarovenko et al, "Fluorination by Means of .alpha.-Fluorinated Amines," Journal of Organic Chemistry USSR (English), 1959, vol. 29, pp. 2125-2128.
Lawrence H. Knox et al, "Steroids. CCXL. The Reaction of Steroidal Alcohols with 2-Chloro-1,1,2-trifluorotriethylamine," Journal of Organic Chemistry, Aug. 1964, vol. 29, pp. 2187-2195.
David G. I. Kingston et al, "The Chemistry of Taxol, A Clinically Useful Anticancer Agent," Journal of Natural Products, Jan.-Feb. 1990, vol. 53, No. 1, pp. 1-12.

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