Processes of converting taxanes into 10-deacetylbaccatin III

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

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C07D30514

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052568016

ABSTRACT:
A process for the preparation of a compound of formula (I) ##STR1## comprising contacting a mixture containing at least one taxane compound having an ester linkage at the C-13 position with at least one borohydride reducing salt in a reaction solvent in the presence of a Lewis acid.

REFERENCES:
J. Org. Chem., vol. 51, pp. 3239-3242, No. 16, 1986.
Journal of Natural Products, vol. 53, The Chemistry of Taxol, a Clinically Useful Anticancer Agent, pp. 1-12, No. 1, Jan.-Feb. 1990.
J.C.S. Chem. Comm., Structures of Some Taxane Diterpenoids, Baccatins--III, --VI, --VI, and --VII and 1--Dehydroxybaccatin--IV, Possessing and Oxetan Ring, pp. 365-366, 1975.
Tetrahedron, vol. 42, F. Gueritte-Voegelein, V. Senilii, B. David, D. Guenard and P. Potier, Chemical Studies of 10-Deacetyl Baccatin III, Hemisynthesis of Taxol Derivatives, pp. 4451-4460, No. 16, 1986.

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