Mono-Protected Diamines.<i>N</i> ^α-<i>tert</i>-Butoxycarbonyl α,ω-Alkanediamine Hydrochlorides from Amino alcohols

Abstract

N α-tert-Butoxycarbonyl α,ω-alkanediamine hydrochlorides 3a-e are prepared from the amino alcohos in yields of 66-87%. Reaction of the free amine with di-tert-butyl dicarbonate gives the N-tert-Butoxycarbonylamino alcohol 1a-e. One-pot conversion to the azide 2a-e via the mesylate under phase-transfer conditions followed by hydrogenolysis in the presence of chloroform yields the title compounds.