高等学校化学学报2012，Vol.33Issue(8)：1733-1737,5.DOI:10.3969/j.issn.0251-0790.2012.08.019
抗肿瘤药物卡培他滨的合成新方法
New Method for Synthesis of Antitumor Drug Capecitabine
摘要
Abstract
Capecitabine, a prodrug of antitumor agent 5-fiuorouracil, is currently to be approved for use as therapy in metastatic breast cancer, colorectal cancer, and other solid malignancies. This drug can be orally home-administered, which offers patients more freedom and reduces the costs of therapy. Here a novel method for synthesis of capecitabine was reported. The key intermediate, 1,2,3-tri-O-acetyl-5-deoxy-β-D-ribose, was prepared from D-xylose. Capecitabine was synthesized through Vorbrueggen reaction, amidation and hydroliza-tion of acetyl group with 29. 8% overall yield. The key steps, the configuration change of the 3-hydroxy group through oxidation and reduction and the deoxygenation of sulfonyloxy activated sugar hydroxyl groups by reductive displacement employing NaBH4, were optimized. This method has the advantages of easily available and cheap starting materials, simply conducted procedures, relatively high yield and easy purification. So this new method is more suitable for scale-up production.关键词
卡培他滨/D-木糖/抗肿瘤药物Key words
Capecitabine/ D-Xylose/ Antitumor agent分类
化学化工引用本文复制引用
赵明礼,赵玉涛,张召,高洁,屈文,徐锦梅,刘宏民..抗肿瘤药物卡培他滨的合成新方法[J].高等学校化学学报,2012,33(8):1733-1737,5.基金项目
国家自然科学基金(批准号:81172937)资助. （批准号:81172937）
