Km. Sivanandaiah et al., N(ALPHA)-BENZYLOXYCARBONYLAMINO ACIDS IN SOLID-PHASE PEPTIDE-SYNTHESIS, Indian journal of chemistry. Sect. B: organic chemistry, including medical chemistry, 33(7), 1994, pp. 618-619
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.