A study on the synthesis of (N‐carbobenzoxy‐S‐benzyl‐ L ‐cysteinyl)‐ L ‐tyrosyl‐ L ‐isoleucine (XII) by the activated ester method has shown that the cyanomethyl esters prove useful for preparing relatively complicated peptides, especially if acetic acid is used as a catalyst. An important feature of the method is the fact that the cyanomethyl ester of (N‐carbobenzoxy‐S‐benzyl‐ L ‐cysteinyl)‐ L ‐tyrosine on hydrolysis or aminolysis produces derivatives of L ‐cysteinyl‐ L ‐tyrosine without any signs of racemisation.
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Iselin et al. (1955) studied this question.
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