Process for the preparation of baccatin III analogs bearing new

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

Patent

Rate now

  [ 0.00 ] – not rated yet Voters 0   Comments 0

Details

549511, C07D30514

Patent

active

053997263

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.6 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
Holton et al., "A Synthesis of Taxusin", JACS 110:6558 (1988).
Samaranayake et al., "Modified Taxols. 5.1 Reaction of Taxol with Electrophilic Reagents and Preparation of a Rearranged Taxol Derivative with Tubulin Assembly Activity3.", J. Org. Chem. 1991, 56, pp. 5114-5119.
Denis & Green, "A Highly Efficient, Practical Approach to Natural Taxol", JACS 110:5917-5919 (1988).
Farina et al., "The Chemistry of Taxanes:Unexpected Rearrangement of Baccatin III During Chemoselective Debbenzoylation with Bu.sub.3 SnOMe/LiCl", Tetrahedron Letters, vol. 33, No. 28, pp. 3979-3982, 1992.
Chen et al., "Taxol Structure-Activity Relationships: Synthesis and Biological Evaluation of 2-Deoxytaxol", Tetrahedron Lett., vol. 34, No. 20, pp. 3205-2306 (1993).
Miller et al., "Antileukemic Alkaloids from Taxus Wallichiana Zucc", J. Org. Chem. 1981, vol. 46, No. 7, pp. 1469-1474.
Klein "Synthesis of 9-Dihydrotaxol: A Novel Bioactive Taxane" Tetrahedron Lett. vol. 34, No. 13, pp. 2047-2050 (1993).

LandOfFree

Say what you really think

Search LandOfFree.com for the USA inventors and patents. Rate them and share your experience with other people.

Rating

Process for the preparation of baccatin III analogs bearing new does not yet have a rating. At this time, there are no reviews or comments for this patent.

If you have personal experience with Process for the preparation of baccatin III analogs bearing new , we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Process for the preparation of baccatin III analogs bearing new will most certainly appreciate the feedback.

Rate now

     

Profile ID: LFUS-PAI-O-1150109

  Search
All data on this website is collected from public sources. Our data reflects the most accurate information available at the time of publication.