PREPARATION OF A T-ALKYLOXYCARBONYLHYDRAZIDE RESIN AND ITS APPLICATION TO SOLID PHASE PEPTIDE SYNTHESIS

A new type of resin with t-alkyloxycarbonylhydrazide functional groups was prepared: H2NNH-COOC(CH3)2CH2CH2C6H5 polymer. With this resin as solid support, a procedure was developed which should be useful for preparation of protected peptide hydrazides that can be purified, converted to the azides, and then condensed to other fragments to yield longer polypeptides. Combination of the conventional and solid phase approaches with retention of the best features of each is now possible. The procedure was tested by the synthesis of the crystalline tetrapeptide Z-Phe-Val-Ala-Leu-NHNH2. © 1969, American Chemical Society. All rights reserved.