Abstract
A Novel Preparation of Amino Acid Diphenylmethyl Esters and Their Application in Peptide SynthesisTrityl amino acid diphenylmethyl esters 2 were prepared by Mitsunobu condensation of tritylamino acids 1 with diphenylmethanol using excess triphenylphosphane and diethyl azodicarboxylate. The esters 2 were converted into the corresponding p‐toluenesulfonates 3 on treatment with p‐toluenesulfonic acid. The removal of the N‐trityl group in the presence of the diphenylmethyl ester group is studied by the preparation of leucineenkephalin (12). Best selectivity is obtained when 1‐hydroxybenzotriazole in trifluoroethanol is used as detritylation reagent.
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