FIELD: chemistry.
SUBSTANCE: invention relates to a method of producing 10-deacetyl-N-debenzoyl-paclitaxel (I) , involving the following stages: a) reacting 2-(2,4-dimethoxyphenyl)-3-(2-nitrobenzene sulfenyl)-4(S)-phenyl-5(R)-oxazolidine carboxylic acid (V) with 10-deacetyl-7,10-bis-trichloroacetyl baccatin III (VI) to obtain 10-deacetyl-7,10-bis-trichloroacetyl baccatin(III)-13-yl ether 2-(2,4-dimethoxyphenyl)-3-(2-nitrobenzene sulfenyl)-4(S)-phenyl-5-(R)-oxazolidine carboxylic acid (VII) , b) hydrolysis of trichloroacetyl groups in positions 7 and 10 of the compound of formula (VII) to obtain 10-deacetylbaccatin(III)-13-yl ether 2-(2,4-dimethoxyphenyl)-3-(2-nitrobenzene sulfenyl)-4(S)-phenyl-5(R)-oxazolidine carboxylic acid (VIII) , c) treatment of the compound of formula (VIII) with acid to obtain 10-deacetyl-N-debenzoylpaclitaxel (I). This compound is a synthon used in making taxanes with anti-tumour activity. The invention also relates to a method of producing docetaxel from the said compound of formula (I).
EFFECT: improved method.
10 cl, 2 dwg, 5 ex
Authors
Dates
2010-03-20—Published
2005-10-07—Filed