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Synthesis 1990; 1990(4): 366-368
DOI: 10.1055/s-1990-26879
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Mono-Protected Diamines. N α-tert-Butoxycarbonyl α,ω-Alkanediamine Hydrochlorides from Amino alcohols

Phillip G. Mattingly*
  • *Abbott Laboratories, Diagnostics Division, Abbott Park, IL 60064, USA
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Publication History

Publication Date:
17 September 2002 (online)

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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.