Synthesis of taxol, taxol analogs and their intermediates with v

Details Synthesis of taxol, taxol analogs and their intermediates with v Synthesis of taxol, taxol analogs and their intermediates with v

1999-02-19

2000-06-06

Trinh, Ba K.

Organic compounds -- part of the class 532-570 series

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

549511, 560 23, 560 27, 560 39, C07D30414

Patent

active

060720603

ABSTRACT:
An efficient protocol for the synthesis of taxol, taxol analogs and their intermediates is described. The process incudes the attachment of the taxol A-ring side chain to baccatin III and for the synthesis of taxol and taxol analogs with variable A-ring side chain structures. A rapid and highly efficient esterification of O-protected isoserine and 3-phenylisoserine acids having N-benzyoloxycarbonyl groups to the C-13 hydroxyl of 7-O-protected baccatin III is followed by a deprotection-acylation sequence to make taxol, cephalomanninne and various analogs, including photoaffinity labeling candidates.

REFERENCES:
patent: 4814470 (1989-03-01), Colin et al.
patent: 4857653 (1989-08-01), Colin et al.
patent: 4924011 (1990-05-01), Denis et al.
patent: 4924012 (1990-05-01), Colin et al.
patent: 5015744 (1991-05-01), Holton
patent: 5136060 (1992-08-01), Holton
"New and Efficient Approaches to the Semisynthesis of Taxol and its C-13 Side Chain Analogs, by Means of B-Lactam Synthon Method", Ojima et al, Tetrahedron, vol. 48, No. 34, pp. 6985-7012 1991.
"Improved Protection and Esterification of a Precursor of the Taxotere and Taxol Side Chains", Commercon et al, Tetrahedron, vol. 33, No. 33, pp. 5185-5188, 1992.
"Highly Stereocontrolled and Efficient Preparation of the Protected, Esterification-Ready Docetaxel (Taxotere) Side Chain", Kanazawa et al, Org. Chem., vol. 59, No. 6, pp. 1238-1240, 1994.
"Enantioselective Synthesis of B-Amino Acids", edited by E. Juaristi, Viley-Vch, 1997.
"Biologically Active Taxol Analogues with Deleted A-Ring Side Chain Substituents and Variable C-2' Configurations", Swindell et al, J. of Med. Chem., 1991, vol. 34, No. 3, pp. 1176-1184.

Affiliated with

Also associated with

Rating

Synthesis of taxol, taxol analogs and their intermediates with v does not yet have a rating. At this time, there are no reviews or comments for this patent.

If you have personal experience with Synthesis of taxol, taxol analogs and their intermediates with v, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Synthesis of taxol, taxol analogs and their intermediates with v will most certainly appreciate the feedback.

Rate now

Comments { 0 }

Profile ID: LFUS-PAI-O-2214610