Rapacuronium bromide, Org-9487, Raplon
[(2S,3S,5S,10S,13S,16S,17R)-3-乙酰氧基-10,13-二甲基-2-哌啶-1-基-16-(1-丙-2-烯基哌啶-1-鎓-1-基)-2,3,4,5,6,7,8,9,11,12,14,15,16,17-十四氢-1H-环戊二烯并[a]菲-17-基]丙酸酯溴化物Chemical Name: 1-[3alpha-Acetoxy-2beta-(1-piperidinyl)-17beta-(propionyloxy)-5alpha-androsta-16beta-yl]-1-allylpiperidinium bromide
CAS No. 156137-99-4
项目整合开发状态: Withdrawn-2001
项目研究机构: Organon (Originator)
合成路线:The acetylation of (2beta,3alpha,5alpha,16beta)-3-hydroxy-2,16-bis(piperidin-1-yl)androstan-17-one (I) with acetyl chloride in dichloromethane gives the corresponding 3-acetoxy derivative (II),which is reduced with NaBH4 in methanol - THF yielding (2beta,3alpha,5alpha,16,beta,17beta)-3-acetoxy-17-hydroxy-2,6-bis (piperidin-1-yl)androstane (III).The acylation of (III) with propionyl chloride in dichloromethane as before affords the 3-acetoxy-17-propionyloxy derivative (IV),which is finally quaternized with allyl bromide in dichloromethane.
📌 参考资料/链接：
参考文献标题:Monoquaternary 2,16-bispiperidinylandrostane derivs
文献作者:Sleigh,T.; Carlyle,I.C.; Muir,A.W.(Akzo Nobel N.V.)
参考来源:EP 0571012; JP 1995267984; US 5418226
📄 详细内容
合成路线:The acetylation of (2beta,3alpha,5alpha,16beta)-3-hydroxy-2,16-bis(piperidin-1-yl)androstan-17-one (I) with acetyl chloride in dichloromethane gives the corresponding 3-acetoxy derivative (II),which is reduced with NaBH4 in methanol - THF yielding (2beta,3alpha,5alpha,16,beta,17beta)-3-acetoxy-17-hydroxy-2,6-bis (piperidin-1-yl)androstane (III).The acylation of (III) with propionyl chloride in dichloromethane as before affords the 3-acetoxy-17-propionyloxy derivative (IV),which is finally quaternized with allyl bromide in dichloromethane.
参考文献标题:Org-9487
文献作者:Graul,A.; Prous,J.; Castar,J.
参考来源:Drugs Fut 1994,19(10),916
产品链接: CAS No. 156137-99-4››