Synthesis of novel thiol taxoids based on the 7,10-di-(2,2,2-trichloroethyloxycarbonyl)-10-deacetylbaccatin III: both the syn and anti 10-deacetyl-2′-deoxy-2′-mercaptopaclitaxels

Two new kinds of docetaxel compound, with a mercapto group instead of the hydroxyl on the C13 side chain (both syn and anti), via the 7,10-di-(2,2,2-trichloroethyloxycarbonyl)-10-deacetylbaccatin III route, were synthesized. The uses of trans and cis oxazoline compounds, and their stereoselective ring-opening reactions with thiolacetic acid, were proved to be key steps.