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Easily accessible Ac-(Z)-delta Phe-NHMe was photoisomerized to so far unknown Ac-(E)-delta Phe-NHMe. Some parameters of the process leading to a diastereomeric mixture of ratio 90(Z):10(E) have been tested and the photoisomerization has been carried out on a preparative milligram scale. The isomers were separated via crystallization followed by preparative HPLC.

Synthesis of Peptides with .ALPHA.,.BETA.-Dehydroamino Acids. XIII. Photoisomerization of Ac-(Z)-.DELTA.Phe-NHMe:Ac-(E)-.DELTA.Phe-NHMe.