HS-378

合成路线:The title indolomorphinan derivative was synthesized by Fisher indole synthesis from the known 14-O-ethyl-5-methylnaltrexone (I) and phenylhydrazine hydrochloride (II) in refluxing acetic acid,followed by conversion to the corresponding hydrochloride salt.

参考文献标题:Synthesis and biological evaluation of 14-alkoxymorphinans.14.14-Ethoxy-5-methyl substituted indolomorphinans with delta opioid receptor selectivity
文献作者:Monory,K.; Daurer,D.; Schmidhammer,H.; Borsodi,A.; Wieser,M.; Traynor,J.R.; Elliott,J.
参考来源:Bioorg Med Chem Lett 1997,7(2),151


合成路线:A further procedure for the preparation of (I) from naltrexone (III) has been reported.Naltrexone (III) was O-alkylated with diethyl sulfate in the presence of NaH to give (IV).Deprotonation of (IV) using the combination potassium tert-butoxide/butyllithium,followed by methylation with dimethyl sulfate,yielded the 5-methyl derivative (V).The aryl- and enol ether groups of (V) were then cleaved by means of concentrated HBr.

参考文献标题:A novel method for the introduction of a 5-beta-methyl group into 4,5-alpha-epoxymorphinan-6-ones via the enol ether
文献作者:Krassing,R.; et al.
参考来源:Helv Chim Acta 2000,83(2),380


合成路线:The title indolomorphinan derivative was synthesized by Fisher indole synthesis from the known 14-O-ethyl-5-methylnaltrexone (I) and phenylhydrazine hydrochloride (II) in refluxing acetic acid,followed by conversion to the corresponding hydrochloride salt.
参考文献标题:
文献作者:
参考来源:Helv Chim Acta 1993,76476