Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...
Patent
1995-01-13
1996-12-24
Trinh, Ba K.
Organic compounds -- part of the class 532-570 series
Organic compounds
Heterocyclic carbon compounds containing a hetero ring...
549214, 549228, 549510, 549511, C07D31770, C07D30514
Patent
active
055874894
ABSTRACT:
Process for the preparation of a derivative or analog of baccatin III or 10-desacetyl baccatin III having a C2 substituent other than benzoate and/or a C4 substituent other than acetate in which the C2 benzoate substituent and/or the C4 acetate substituent of a derivative of baccatin III or 10-desacetyl baccatin III is/are selectively reduced to the corresponding hydroxy group(s) and converted to R.sub.7 COO-- and/or R.sub.8 COO--, respectively, wherein R.sub.7 and R.sub.8 are independently H, C.sub.1 -C.sub.6 alkyl, C.sub.2 -C.sub.2 alkenyl, C.sub.2 -C.sub.6 alkynyl, moncyclic aryl, or monocyclic heteroaryl.
REFERENCES:
patent: 4814470 (1989-03-01), Colin et al.
patent: 4876399 (1989-10-01), Holton et al.
patent: 4924011 (1990-05-01), Denis et al.
patent: 4924012 (1990-05-01), Colin et al.
patent: 5175315 (1992-12-01), Holton
patent: 5352806 (1994-10-01), Gunawardana et al.
patent: 5416225 (1995-05-01), Danishefsky et al.
patent: 5488116 (1996-01-01), Danishefsky et al.
Kingston et al. "Progress in the Chemistry of Organic Natural Products" Springer-Verlag, New York (1993) pp. 26, 68, 176, 181, 183, 185, 189.
Holton et al. "A Synthesis of Taxusin" Journal of American Chemical Society, vol. 110 (1988) pp. 6558-6560.
Samaranayake et al. "Modified Taxols. 5.1 Reaction of Taxol with Electrophilic Reagents and Preparation of a Rearranged Taxol Derivative with Tubulin Assembly Activity3". Journal of Organic Chemistry, vol. 56, (1991) pp. 5114-5119.
Denis et al. "A Highly Efficient, Practical Approach to Natural Taxol" Journal of American Chemical Society, vol. 110 (1988) pp. 5917-5919.
Farina et al. "The Chemistry of Taxanes: Unexpected Rearrangement of Baccatin III During Chemoselective Debenzoylation with Bu.sub.3 SnOMe/LiCl" Tetrahedron Letters, vol. 33, No. 28 (1992) pp. 3979-3982.
Chen et al. "Taxol Structure-Activity Relationships: Synthesis and Biological Evaluation of 2-Deoxytaxol" Tetrahedron Letters, vol. 34, No. 20 (1993) pp. 3205-3206.
Miller et al., "Antileukemic Alkaloids from Taxus Wallichiana Zucc." Journal of Organic Chemistry, vol. 46 (1981) pp. 1469-1474.
Klein "Synthesis of 9-Dihydrotaxol: A Novel Bioactive Taxane" Tetrahedron Letters, vol. 34, No. 13 (1993) pp. 2047-2050.
Holton Robert A.
Kim Seokchan
Florida State University
Trinh Ba K.
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