摘要
目的合成新生血管抑制剂2-甲氧基雌二醇。方法以雌二醇为原料经过双乙酰化,四氯化锆催化下发生2-位乙酰基重排,溴苄保护3-位羟基,Baeyer-Villiger氧重排反应后产物再经过碱水解,2-位甲醚化,最后用盐酸脱去3-位苄基共6步合成2-甲氧基雌二醇。结果将文献报道路线缩短了一步,与原文献相比将改进的6步反应总收率提高了10%。合成获得的2-甲氧基雌二醇成品进行了结构确证。结论通过改进2-甲氧基雌二醇的合成工艺,简化操作,缩短反应时间,与原文献相比改进后的合成条件更温和更环保,更有利于规模化生产需要。
Objective To synthesize the angiogenesis inhibitor, 2-methoxylestradiol. Methods 2- methoxylestradiol was obtained by acylation, Frise rearrangement, protection of 3-hydroxyl, hydrolyzation, 2-methylation, and deprotection of 3-benzyl ether. Results Comparing to the reported method, one reaction step was shortened and the overall yield of improved reaction sequence was raised 10%. The structure of obtained 2-methoxyestradiol was confirmed with ^1H-NMR and mass spectrum. Conclusions Compared with the reported methods, we improved 6 steps among this 7- steps reaction sequence. The improved procedure is more concise and practical.
出处
《复旦学报（医学版）》
CAS
CSCD
北大核心
2008年第4期621-623,共3页
Fudan University Journal of Medical Sciences
基金
复旦大学研究生创新基金项目
