| 摘要 |
Preparation of paclitaxel comprises: (1) protecting the hydroxy radical in position-7 of the 10-deacetylbaccatin by a silylated radical; (2) acetylating the hydroxy radical in position-10; (3) optionally crystallization of derivatives from obtained baccatine III, followed by condensing the (4S,5R)-3-N-benzoyl-2RS-methoxy-4-phenyl,3-oxazolidine-5-carboxylic acid (III) by esterification in position-13 of the 10-acetylated derivative (II) to obtain a paclitaxel derivative (I); and (4) opening the oxazolidine of the cyclic side chain and releasing simultaneously the hydroxy and protective radicals. Preparation of paclitaxel from 10-deacetylbaccatin (10-DAB) in an one-pot reaction, comprises: (1) protection of the hydroxy radical in position-7 of the 10-DAB by a silylated radical; (2) acetylation of the hydroxy radical in position-10; (3) optionally crystallization of derivatives from obtained baccatine III, followed by condensation of the (4S,5R)-3-N-benzoyl-2RS-methoxy-4-phenyl,3-oxazolidine-5-carboxylic acid of formula (III) by esterification in position-13 of the 10-acetylated derivative of obtained baccatine III, of formula (II) to obtain a paclitaxel derivative of formula (I); and (4) opening of the oxazolidine of the cyclic side chain and simultaneous release of the hydroxy radical in position-7 and the protective radical and optional purification of the paclitaxel obtained. Z : silyl protective radical. [Image] [Image]. |
