N(ALPHA)-BENZYLOXYCARBONYLAMINO ACIDS IN SOLID-PHASE PEPTIDE-SYNTHESIS

N(alpha)-Benzyloxycarbonyl (Z)-amino acids, which are less expensive than t-butyloxycarbonyl-9 or 9-fluorenylmethyloxycarbonylamino acids, are generally not employed in solid phase peptide synthesis as the available methods for deprotection of Z group would also cleave the peptide from the anchoring resin. This problem has now been overcome by using the mild and nonhydrolytic reagent, iodotrichlorosilane, which requires about 45 min for deprotection of Z group on the solid phase. This has been demonstrated by the synthesis of the model peptide, Leu-Ala-Gly-Val and its amide.