新产品编号:558955
Chemical Name: N-Butyl-11-[3,17beta-dihydroxyestra-1,3,5(10)-trien-7alpha-ylsulfanyl]-N-methylundecanamide
CAS No. 223660-20-6
项目整合开发状态: Preclinical
项目研究机构: Wyeth Pharmaceuticals (Originator)
合成路线:Displacement of the 7-alpha bromo substituent of bromoketone (I) by N-butyl-N-methyl-11-mercaptoundecamide (II) with retention of configuration provided the 7-alpha thioether (III).The keto group of (III) was reduced with NaBH4 to alcohol (IV),which was further deoxygenated to (V) by means of triethylsilane and trifluoroacetic acid.Finally,basic hydrolysis of the acetate esters of (V) furnished the title compound.
📌 参考资料/链接：
参考文献标题:Estra-1,3,5(10)-triene-7alpha-thioethers
文献作者:Jirkovsky,I.; Miller,C.P.; Tran,B.D.(American Home Products Corp.)
参考来源:EP 1025116; WO 9920646
📄 详细内容
合成路线:Displacement of the 7-alpha bromo substituent of bromoketone (I) by N-butyl-N-methyl-11-mercaptoundecamide (II) with retention of configuration provided the 7-alpha thioether (III).The keto group of (III) was reduced with NaBH4 to alcohol (IV),which was further deoxygenated to (V) by means of triethylsilane and trifluoroacetic acid.Finally,basic hydrolysis of the acetate esters of (V) furnished the title compound.
参考文献标题:Synthesis and estrogenic activities of novel 7-thiosubstituted estratriene derivatives
文献作者:Miller,C.P.; Jirkovsku,I.; Tran,B.D.; Harris,H.A.; Moran,R.A.; Komm,B.S.
参考来源:Bioorg Med Chem Lett 2000,10(2),147