Amino-acids and peptides. Part XXXIII. Synthesis of Val5-angiotensin-II by the picolyl ester method

1 January 1971

journal article
research article
Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society C: Organic

p. 50-53
https://doi.org/10.1039/j39710000050

Abstract

A further example of the use of 4-picolyl esters to facilitate peptide synthesis is provided in a synthesis of protected Val⁵-angiotensin-II (overall yield 38%). The side-chain 4-picolyl esters of benzyloxycarbonyl- and t-butoxy-carbonyl-aspartic and -glutamic acids, and derivatives, are described, and in a further synthesis of protected Val⁵-angiotensin-II the aspartic acid was introduced as its β-4-picolyl ester, so facilitating the separation procedure. Hydrogenation of both protected octapeptides gave biologically active Val⁵-angiotensin-II.

Keywords

AMINO ACID

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