Synthesis of orthogonally protected bis(aminomethyl)malonic acid, and its use as a key building block in the preparation of cyclic peptide conjugates of 2-N-alkyl-1,2,3,4-tetrahydroisoquinoline on a solid support



: Virta P, Rosenberg J, Karskela T, Heinonen P, Lonnberg H

Publisher: WILEY-V C H VERLAG GMBH

: 2001

: European Journal of Organic Chemistry

: EUROPEAN JOURNAL OF ORGANIC CHEMISTRY

: EUR J ORG CHEM

: 2001

: 18

: 3467

: 3473

: 7

: 1434-193X

DOI: https://doi.org/10.1002/1099-0690(200109)2001:18<3467::AID-EJOC3467>3.0.CO;2-A


Orthogonally protected bis(aminomethyl)malonic acid (1) was synthesized and used as a key building block for the construction of cyclic peptide conjugates on a solid support. The applicability of the building block was demonstrated by preparation of 19 backbone cyclized/branched peptide conjugates of N-2-alkyl-5-(3-aminopropoxy)-1,2,3,4-tetrahydroisoquinoline as stereoisomeric pairs.



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