Minaxolone
米那索龙Chemical Name: (2beta,3alpha,5alpha,11alpha)-11-Dimethylamino-2-ethoxy-3-hydroxypregnan-20-one
CAS No. 62571-87-3
项目整合开发状态: Not Determined
项目研究机构: GlaxoSmithKline (Originator)
合成路线:The ketalization of 2beta-ethoxy-3alpha-hydroxy-5alpha-pregnane-11,20-dione (I) with ethylene glycol (A) by means of p-toluenesulfonic acid in refluxing benzene gives the corresponding 20,20-ethylenedioxy derivative (II),which is treated with hydroxylamine hydrochloride and NaOH refluxing ethanol to yield 20,20-ethylenedioxy-2beta-ethoxy-3alpha-hydroxy-5alpha-pregnan-11-one 11-oxime (III).The reduction of (III) with Na in refluxing propanol (B) affords 11alpha-amino-20,20-ethylenedioxy-2beta-ethoxy-3alpha-hydroxy-5alpha-pregnan (IV),which is finally methylated with methyl iodide and K2CO3 or with formaldehyde and formic acid,and hydrolyzed with HCl or H2SO4.
📌 参考资料/链接：
参考文献标题:
文献作者:Philips,G.H.; Ewan,G.
参考来源:DE 2715078
📄 详细内容
合成路线:The ketalization of 2beta-ethoxy-3alpha-hydroxy-5alpha-pregnane-11,20-dione (I) with ethylene glycol (A) by means of p-toluenesulfonic acid in refluxing benzene gives the corresponding 20,20-ethylenedioxy derivative (II),which is treated with hydroxylamine hydrochloride and NaOH refluxing ethanol to yield 20,20-ethylenedioxy-2beta-ethoxy-3alpha-hydroxy-5alpha-pregnan-11-one 11-oxime (III).The reduction of (III) with Na in refluxing propanol (B) affords 11alpha-amino-20,20-ethylenedioxy-2beta-ethoxy-3alpha-hydroxy-5alpha-pregnan (IV),which is finally methylated with methyl iodide and K2CO3 or with formaldehyde and formic acid,and hydrolyzed with HCl or H2SO4.
参考文献标题:Minaxolone
文献作者:Hillier,K.; Castar,J.; Blancafort,P.; Serradell,M.N.
参考来源:Drugs Fut 1980,5(12),614
产品链接: CAS No. 62571-87-3››