METHOD FOR THE PREPARATION OF BACCATIN III AND DERIVATIVES THEREOF FROM 10-DEACETYLBACCATIN III

METHOD FOR THE PREPARATION OF BACCATIN III AND DERIVATIVES THEREOF FROM 10-DEACETYLBACCATIN III

A method for single step conversion of 10-Deacetylbaccatin III of the general formula into baccatin III, which is a superior starting material for an improved semisynthesis of paclitaxel or paclitaxel analogues. 10-Deacetylbaccatin III is selectively acylated to baccatin III and derivatives thereof...

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Hauptverfasser: DAMEN, ERIC WILHELMUS PETRUS, DE VOS, DICK, SCHEEREN, JOHAN WILHELM
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APPARATUS THEREFOR
CHEMISTRY
GENERAL METHODS OF ORGANIC CHEMISTRY
HETEROCYCLIC COMPOUNDS
HUMAN NECESSITIES
HYGIENE
MEDICAL OR VETERINARY SCIENCE
METALLURGY
ORGANIC CHEMISTRY
PREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES
SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS ORMEDICINAL PREPARATIONS
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creator DAMEN, ERIC WILHELMUS PETRUS
DE VOS, DICK
SCHEEREN, JOHAN WILHELM
description A method for single step conversion of 10-Deacetylbaccatin III of the general formula into baccatin III, which is a superior starting material for an improved semisynthesis of paclitaxel or paclitaxel analogues. 10-Deacetylbaccatin III is selectively acylated to baccatin III and derivatives thereof in high yield with anhydrides (e. g. acetic anhydride), catalysed by Lewis acids. Extremely effective catalysts in this reaction are compounds of the formula ML X wherein M is a rare earth metal and L is a anion, preferably a strong electron withdrawing counterion such as triflate.
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subjects APPARATUS THEREFOR
CHEMISTRY
GENERAL METHODS OF ORGANIC CHEMISTRY
HETEROCYCLIC COMPOUNDS
HUMAN NECESSITIES
HYGIENE
MEDICAL OR VETERINARY SCIENCE
METALLURGY
ORGANIC CHEMISTRY
PREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES
SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS ORMEDICINAL PREPARATIONS
title METHOD FOR THE PREPARATION OF BACCATIN III AND DERIVATIVES THEREOF FROM 10-DEACETYLBACCATIN III
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