合成路线1

Alkylation of 1-Boc-1,4-diazepine-5-one (I) with 5-bromo-1-pentene (II) in the presence of NaH provides the N-pentenyl diazepinone (III). Subsequent oxidative cleavage of the olefin double bond by means of NaIO4 in the presence of a catalytic amount of OsO4 furnishes aldehyde (IV). Alternatively, alkylation of diazepinone (I) with 4-bromo-1,1-dimethoxybutane (V) yields acetal (VI), which is further hydrolyzed to aldehyde (IV) in aqueous AcOH. Reductive amination of aldehyde (IV) with (S) N-propyl-2-(4-methanesulfonylphenyl)-1-methylethylamine (VII) leads to the tertiary amine (VIII). The N-Boc protecting group of (VIII) is finally cleaved by heating in 6 N HCl.