Synthetic Communications p. 2641 - 2649 (1996)
Update date:2022-08-10
Topics:
Ho, Koc-Kan
O'Toole, Doris C.
Achan, Douglas M.
Lim, Kitae T.
Press, Jeffery B.
Leone-Bay, Andrea
A practical synthetic route to N-Boc protected or Boc-amino acid coupled ω-aminoalkanoic acids is reported and exemplified by the preparation of 8-(t-butoxycarbonylamino)caprylic acid 2 and (N-t-butoxycarbonylphenylalanyl)-8-aminocaprylic acid 3. The sequence does not involve column chromatography, hydrogenation, azide or bromide related rearrangements, and therefore is amenable to scale-up. Homologues of the ω-aminoalkanoic acid derivatives may also be prepared by using different cycloalkanones.
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