SH-3/24

Chemical Name: cis-N-[3-[3,5-Dimethyl-4-(3-phenylpropyl)piperazin-1-yl]propyl]-N,N-diphenylamine hydrochloride
项目整合开发状态: Preclinical
项目研究机构: National Institute on Drug Abuse (Originator), National Institutes of Health (Originator), University of Oklahoma Health Sci. Cent. (Originator)
合成路线:Alkylation of diphenylamine (I) with THP-protected 3-bromopropanol (II) using NaH in 15-crown-5 yields tertiary amine (III),which is then deprotected with HOAc/H2O to provide (IV).Alcohol (IV) is treated with PPh3 and CBr4 to afford alkyl bromide (V),which is then converted into amine (VII) by reaction with 2,6-dimethylpiperazine (VI) in DMF/H2O in the presence of K2CO3.Finally,(VII) is acylated with 3-phenylpropionyl chloride (VIII) and reduced with LAH.