A1 Refereed original research article in a scientific journal
Synthesis of achiral alpha,alpha-disubstituted beta-alanines, and their use in construction of libraries of beta-peptide conjugates of N-2-alkyl-1,2,3,4-tetrahydroisoquinolines on a solid support
Authors: Heinonen P, Virta P, Lonnberg H
Publisher: PERGAMON-ELSEVIER SCIENCE LTD
Publication year: 1999
Journal:: Tetrahedron
Journal name in source: TETRAHEDRON
Journal acronym: TETRAHEDRON
Volume: 55
Issue: 24
First page : 7613
Last page: 7624
Number of pages: 12
ISSN: 0040-4020
DOI: https://doi.org/10.1016/S0040-4020(99)00378-6
Abstract
Six achiral N-phthaloyl protected alpha,alpha-disubstituted beta-amino acids were synthesized, and used to construct a 96 compound library of 1,2,3,4-tetrahydroisaquinoline conjugates of beta-peptides on a solid support. The library synthesis consisted of attachment of an appropriately 5-O-tethered 1,2,3,4-tetrahydroisoquinoline via the N-2 atom to a vinyl sulfonyl support, elongation of the deprotected 5-O-tether by repeated peptide coupling, quaternarization of N-2 with alkylamines and release of the beta-peptide conjugate into solution with triethylamine. (C) 1999 Elsevier Science Ltd. All rights reserved.
Six achiral N-phthaloyl protected alpha,alpha-disubstituted beta-amino acids were synthesized, and used to construct a 96 compound library of 1,2,3,4-tetrahydroisaquinoline conjugates of beta-peptides on a solid support. The library synthesis consisted of attachment of an appropriately 5-O-tethered 1,2,3,4-tetrahydroisoquinoline via the N-2 atom to a vinyl sulfonyl support, elongation of the deprotected 5-O-tether by repeated peptide coupling, quaternarization of N-2 with alkylamines and release of the beta-peptide conjugate into solution with triethylamine. (C) 1999 Elsevier Science Ltd. All rights reserved.
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