Synthesis of taxol, analogs and intermediates with variable A-nng side chains
An efficient protocol for the synthesis of taxol, taxol analogs, and their intermediates is described. The process includes 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, calphalomanninne and various analogs, including photoaffinity labeling candidates.
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Page 8-9
(2010/01/31)
Direct, efficient and selective tritiations of paclitaxel and photoaffinity taxoids
Radiolabeled paclitaxel and three photophore-bearing derivatives were prepared by organoiridium-mediated direct tritium exchange under both catalytic and stoichiometric conditions. The resulting tritiated taxoids had specific activities ranging from 53 to 195 Ci/mmol. (C) 2000 Elsevier Science Ltd.
Shu,Heys
p. 9015 - 9019
(2007/10/03)
Characterization of Two Taxol Photoaffinity Analogues Bearing Azide and Benzophenone-Related Photoreactive Substituents in the A-Ring Side Chain
Taxol is a structurally novel and clinically effective antitumor drug, which, unlike other antimitotic agents, induces the assembly of tubulin into microtubules.To characterize the binding site(s) of taxol on the microtubule, taxol-based photoaffinity rea
Swindell, Charles S.,Heerding, Julia M.,Krauss, Nancy E.,Horwitz, Susan Band,Rao, Srinivasa,Ringel, Israel
p. 1446 - 1449
(2007/10/02)
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