Process for preparing taxol

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

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549419, 549420, 549510, 549511, 549214, C07D30514, C07F 702

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active

RE0342777

ABSTRACT:
Process for preparing taxol by the condensation of a (2R, 3S) acid of general formula (I) with a taxan derivative of general formula (II), followed by the removal of the groups R.sub.2 and R.sub.3 protecting the hydroxy groups and intermediates used therein. ##STR1##

REFERENCES:
patent: 4814470 (1989-03-01), Colin et al.
patent: 4857653 (1989-08-01), Colin et al.
"Modified Taxols, 4..sup.1 Synthesis and Biological Activity of Taxols Modified in the side chain", J. Natural Products, vol. 51, pp. 298-306 (1988).
"Taxol and Derivatives: A Biogenetic Hypothesis", Journal of Natural Products, vol. 50, No. 1, pp. 9-18, 1987, Gueritte-Voegelein, et al.
Relationships between the structures of taxol and baccatine III derivatives and their in vitro action on the disassembly of mammalian brain and Physarum amoebal microtubules, Proc. Natl. Acad. Sci., U.S.A. vol. 81, pp. 4090-4094, Jul. 1984, Lataste, et al.
"Application of the Vicinal Oxyamination Reaction with Assymmetric Induction to the Hemisynthesis of Taxol and Analogues", Tetrahedron, vol. 45, No. 13, pp. 4177 to 4190, 1989, Mangatal, et al.
"A Highly Efficient, Practical Approach to Natural Taxol", Journal American Chemical Society, 1988, vol. 110, pp. 5917-5919, Denis, et al.
"Biologically Active Taxol Analogues with Deleted A-Ring Side Chain Substituents and Variable C-2'Configurations", J. Med. Chem. 1991, vol. 34, pp. 1176-1184, Swindell, et al.
J. Org. Chem., vol. 51, pp. 46-50, 1986 "An Efficient, Enantioselective Synthesis of the Taxol Side Chain".

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