HETEROCYCLES

Heterocycles has a pay-per-view service for Non-subscribers.
You will be able to directly purchase the full text article through PayPal.
Your purchased Paper can be downloaded after the payment is completed.
An e-mail will be sent the URL to download the paper.
If you have any questions, please contact: purchase@heterocycles.com

Price: ¥ 4,400 (Yen only)
Period: This Article can be accessed for 7 days.

■ A Convenient Method for the Synthesis of C-10 Alkylated Docetaxel Analogs Using Tris-(trimethylsilyl)silane as a Radical Mediator

Shin Iimura, Satoru Ohsuki, Kouichi Uoto, Kiyoshi Nakayama, Hirofumi Terasawa, and Tsunehiko Soga*

*New Product Research Laboratories IV, Daiichi Pharmaceutical Co., Ltd., 1-16-13, Kitakasai, Edogawa, Tokyo 134-8630, Japan

Abstract

Radical coupling has been investigated as a method for preparing Docetaxel analogs substituted at the C-10 position. C-10-Xanthate derivatives of 7-O-TES-10-deacetylbaccatin III were coupled with acrolein using organosilanes as radical mediators. Among the organosilanes that were investigated, tris(trimethylsilyl)silane gave the best results. This method provides C-10 alkylated baccatin III in good yield, and avoids the use of potentially toxic tributyltin hydride.