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

N(alpha)-Benzyloxycarbonyl (Z)-amino acids, which are less expensive t han t-butyloxycarbonyl-9 or 9-fluorenylmethyloxycarbonylamino acids, a re generally not employed in solid phase peptide synthesis as the avai lable methods for deprotection of Z group would also cleave the peptid e from the anchoring resin. This problem has now been overcome by usin g the mild and nonhydrolytic reagent, iodotrichlorosilane, which requi res 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-G ly-Val and its amide.