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Issue 4, 1989
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Synthesis of RP 56142: a new immunoactive peptide

Abstract

RP 56142, a new immunoactive peptide was synthesized on large scale (ca. 500 g)viaL-2,6-diaminopimelic acid which was prepared by chemical or biochemical synthesis. The key derivative, N6-benzyloxycarbonyl-L-2,6-diaminopimelamic acid was synthesized by two methods. In the first, we used a copper chelate procedure. In the second, we selectively deblocked the amine at the α-position to the free carboxylic group by the N-carboxyanhydride method. Condensation of N6-benzyloxycarbonyl-L-2,6-diaminopimelamic acid and the appropriately protected lauroyl dipeptide and removal of the protecting groups afforded RP 56142.

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Article information


J. Chem. Soc., Perkin Trans. 1, 1989, 695-701
Article type
Paper

Synthesis of RP 56142: a new immunoactive peptide

J. Bouchaudon, G. Dutruc-Rosset, D. Farge and C. James, J. Chem. Soc., Perkin Trans. 1, 1989, 695
DOI: 10.1039/P19890000695

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