American Chemical Society
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Stereoselective Modification of a Cyclopentapeptide via an α-(Ethylthio)glycine Residue

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journal contribution
posted on 1997-11-28, 00:00 authored by Christian Paulitz, Wolfgang Steglich
The solid-phase synthesis of cyclo[Val-D-Gly(SEt)-Pro-Phe-D-Ala] (5) on Kaiser's oxime resin is described. Conversion of 5 to the reactive α-chloroglycine derivative 9 allowed the stereoselective addition of thiols, alcohols, amines and other nucleophiles with formation of the modified cyclopeptides 11a−n.