Rocuronium bromide, Org-9426, Esmeron, Zemuron
罗库溴铵Chemical Name: 1-[(2beta,3alpha,5alpha,16beta,17beta)-17-(Acetyloxy)-3-hydroxy-2-(4-morpholinyl)androstan-16-yl]-1-(2-propenyl)pyrrolidinium bromide; 1-Allyl-1-(3alpha,17beta-dihydroxy-2beta-morpholino-5alpha-androstan-16beta-yl)pyrrolidinium bromide,17-acetate
CAS No. 119302-91-9
项目整合开发状态: Launched-1994
项目研究机构: Organon (Originator)
合成路线:The condensation of (2alpha,3alpha,5alpha,16alpha,17alpha)-2,3:16,17-diepoxyandrostan-17-ol acetate (I) with pyrrolidine (II) by means of NaOH in methanol,followed by reduction with NaBH4 in the same solvent gives (2alpha,3alpha,5alpha,16beta,17beta)-2,3-epoxy-16-(1-pyrrolidinyl) androstan-17-ol (III),which is further condensed with morpholine (IV) in refluxing water yielding (2beta,3alpha,5alpha,16beta,17beta)-2-(4-morpholinyl)-16-(1-pyrrolidinyl)androstane-3,17-diol (V).Partial acetylation of (V) with acetyl chloride in dichloromethane at room temperature affords the corresponding 17-acetoxy derivative (VI),which is finally quaternized with allyl bromide (VII) in dichloromethane.
📌 参考资料/链接：
参考文献标题:Novel 2beta-morpholino-androstane derivs.and process for their preparation
文献作者:Savage,D.S.; Sleig,T.; Carlyle,I.G.(Akzo Nobel N.V.)
参考来源:AU 8814570; EP 0287150; JP 1988277693; US 4894369
📄 详细内容
合成路线:The condensation of (2alpha,3alpha,5alpha,16alpha,17alpha)-2,3:16,17-diepoxyandrostan-17-ol acetate (I) with pyrrolidine (II) by means of NaOH in methanol,followed by reduction with NaBH4 in the same solvent gives (2alpha,3alpha,5alpha,16beta,17beta)-2,3-epoxy-16-(1-pyrrolidinyl) androstan-17-ol (III),which is further condensed with morpholine (IV) in refluxing water yielding (2beta,3alpha,5alpha,16beta,17beta)-2-(4-morpholinyl)-16-(1-pyrrolidinyl)androstane-3,17-diol (V).Partial acetylation of (V) with acetyl chloride in dichloromethane at room temperature affords the corresponding 17-acetoxy derivative (VI),which is finally quaternized with allyl bromide (VII) in dichloromethane.
参考文献标题:Rocuronium Bromide
文献作者:Pento,J.T.; Castar,J.
参考来源:Drugs Fut 1994,19(9),841
产品链接: CAS No. 119302-91-9››