合成路线:Compound can be prepared in two different ways both starting from 14-hydroxydihydronormorphinone (I):1) By reaction of (I) with cyclopropylmethyl bromide (C) in DMF at 70 C.2) Product (I) is ketalized with ethylene glycol (A) by means of p-toluenesulfonic acid giving the cyclic ketal (II),m.p.311-3 C; this in turn,is treated with cyclopropyl carbonyl chloride (B) in a mixture of methylene chloride and triethylamine yielding the N,O-dicyclopropylcarbonyl derivative (III),mp 219-20 C.Compound (III) is reduced with LiAlH4,in refluxing THF yielding the ethylene ketal of naltrexone (IV),m.p.221-2 C,which is finally hydrolyzed with aqueous HCl at 100 C.
参考文献标题:14-Hydroxydihydronormorphinone derivatives
文献作者:Blumberg,H.; et al.
参考来源:US 3332950
合成路线:Compound can be prepared in two different ways both starting from 14-hydroxydihydronormorphinone (I):1) By reaction of (I) with cyclopropylmethyl bromide (C) in DMF at 70 C.2) Product (I) is ketalized with ethylene glycol (A) by means of p-toluenesulfonic acid giving the cyclic ketal (II),m.p.311-3 C; this in turn,is treated with cyclopropyl carbonyl chloride (B) in a mixture of methylene chloride and triethylamine yielding the N,O-dicyclopropylcarbonyl derivative (III),mp 219-20 C.Compound (III) is reduced with LiAlH4,in refluxing THF yielding the ethylene ketal of naltrexone (IV),m.p.221-2 C,which is finally hydrolyzed with aqueous HCl at 100 C.
参考文献标题:Verfahren zur Herstellung von N-substituierten 14-Hydroxydidronormorphinen
文献作者:Blumberg,H.; et al.
参考来源:CH 493522; DE 1670616; DE 1795707; GB 1119270
合成路线:Compound can be prepared in two different ways both starting from 14-hydroxydihydronormorphinone (I):1) By reaction of (I) with cyclopropylmethyl bromide (C) in DMF at 70 C.2) Product (I) is ketalized with ethylene glycol (A) by means of p-toluenesulfonic acid giving the cyclic ketal (II),m.p.311-3 C; this in turn,is treated with cyclopropyl carbonyl chloride (B) in a mixture of methylene chloride and triethylamine yielding the N,O-dicyclopropylcarbonyl derivative (III),mp 219-20 C.Compound (III) is reduced with LiAlH4,in refluxing THF yielding the ethylene ketal of naltrexone (IV),m.p.221-2 C,which is finally hydrolyzed with aqueous HCl at 100 C.
参考文献标题:D閞iv閟 de 14-hydroxydihydronormorphinones
文献作者:
参考来源:FR 6358M
产品链接: CAS No. 16676-29-2›› 产品链接: CAS No.16590-41-3››