NE-535

Chemical Name: (-)-N-[1-[4-Methoxy-3-(2-phenylethoxy)benzyl]-4-methylpentyl]-N-propylamine hydrochloride
项目整合开发状态: Biological Testing
项目研究机构: Taisho (Originator)
合成路线:Wittig reaction between aldehyde (I) and bromo derivative (II) by means of triethyl phosphonoacetate and NaH in 1,2-dimethoxyethane (A) affords a mixture of isomeric acrylates (IIIa-b),which are hydrogenated over Pd/C in EtOH to yield derivative (IV).Hydrolysis of ethyl ester (IV) by means of KOH or NaOH provides carboxylic acid (V),which is then converted into N-protected derivative (VI) by first treatment with diphenylphosphoryl azide (DPPA) and Et3N in refluxing benzene,followed by reaction with refluxing t-butanol.Boc removal of (VI) with TFA in CH2Cl2 furnishes free amine (VII),which is finally alkylated with propyl bromide (VIII) by means of K2CO3 in DMF to yield the target product.