Rapacuronium bromide, Org-9487, Raplon-药物合成数据库

【药物名称】Rapacuronium bromide, Org-9487, Raplon

化学结构式(Chemical Structure):

参考文献No.	22331
标题:	Monoquaternary 2,16-bispiperidinylandrostane derivs
作者:	Sleigh, T.; Carlyle, I.C.; Muir, A.W. (Akzo Nobel N.V.)
来源:	EP 0571012; JP 1995267984; US 5418226

合成路线图解说明: 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No.	264470
标题:	Org-9487
作者:	Graul, A.; Prous, J.; Casta馿r, J.
来源:	Drugs Fut 1994,19(10),916

合成路线图解说明: 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.