PROTECTION OF CARBOXAMIDE FUNCTIONS BY THE TRITYL RESIDUE - APPLICATION TO PEPTIDE-SYNTHESIS

被引:69
作者
SIEBER, P
RINIKER, B
机构
[1] Pharmaceuticals Division, Ciba-Geigy Limited
关键词
D O I
10.1016/S0040-4039(00)74872-6
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Carboxamide functions may be tritylated by an acid-catalyzed reaction with triphenylmethanol and acetic anhydride in glacial acetic acid. The omega-trityl group of asparagine and glutamine is cleavable by TFA, but stable to strong mineral acids in aqueous solution, as well as to nucleophiles and bases. In peptide syntheses, it is ideally suited for combination with side-chain protections of the t.butyl-type.
引用
收藏
页码:739 / 742
页数:4
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