A1 Refereed original research article in a scientific journal
Synthesis of achiral alpha,alpha-bis(aminomethyl)-beta-alanines and their use in the preparation of branched beta-peptide conjugates of N-2-alkyl-1,2,3,4-tetrahydroisoquinolines on solid support
Authors: Heinonen P, Rosenberg J, Lonnberg H
Publisher: WILEY-V C H VERLAG GMBH
Publication year: 2000
Journal:: European Journal of Organic Chemistry
Journal name in source: EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Journal acronym: EUR J ORG CHEM
Issue: 21
First page : 3647
Last page: 3652
Number of pages: 6
ISSN: 1434-193X
Abstract
Three achiral branching units 1-3 derived from alpha,alpha -bis(aminomethyl)-beta -alanine were synthesized and evaluated in the construction of branched and sterically compact beta -peptide conjugates on a solid support. Several peptide conjugates bearing an N-alkylated 1,2,3,4-tetrahydroisoquinoline moiety were prepared to demonstrate the applicability of the branching units in a solid phase peptide synthesis. The most useful building block 3 incorporated Boc-protected aminomethyl side chains at the alpha -carbon of N-phthaloyl-beta -alanine.
Three achiral branching units 1-3 derived from alpha,alpha -bis(aminomethyl)-beta -alanine were synthesized and evaluated in the construction of branched and sterically compact beta -peptide conjugates on a solid support. Several peptide conjugates bearing an N-alkylated 1,2,3,4-tetrahydroisoquinoline moiety were prepared to demonstrate the applicability of the branching units in a solid phase peptide synthesis. The most useful building block 3 incorporated Boc-protected aminomethyl side chains at the alpha -carbon of N-phthaloyl-beta -alanine.
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