A practical synthesis of ω-aminoalkanoic acid derivatives from cycloalkanones

Article abstract of DOI:10.1080/00397919608004580

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.

Full text of DOI:10.1080/00397919608004580

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Synthetic Communications: An
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A Practical Synthesis of ω-
Aminoalkanoic Acid Derivatives
from Cycloalkanones
Koc-Kan Ho a , Doris C. O'Toole a , Douglas M. Achan
a , Kitae T. Lim a , Jeffery B. Press a & Andrea Leone-
Bay a
a Emisphere Technologies Inc., 15 Skyline Dr.,
Hawthorne, NY, 10532
Version of record first published: 21 Aug 2006.
To cite this article: Koc-Kan Ho, Doris C. O'Toole, Douglas M. Achan, Kitae T. Lim,
Jeffery B. Press & Andrea Leone-Bay (1996): A Practical Synthesis of ω-Aminoalkanoic
Acid Derivatives from Cycloalkanones, Synthetic Communications: An International
Journal for Rapid Communication of Synthetic Organic Chemistry, 26:14, 2641-2649
To link to this article: http://dx.doi.org/10.1080/00397919608004580
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