Modified tert-butoxycarbonyl(m-BOC) derivatives as monomeric and polymeric aminoprotecting groups - VII

Article abstract of DOI:10.1016/0040-4020(95)00096-Q

Polymerizable N-methacrylamino m-BOC-type, 1,1-dimethyl-2-methacrylmethanamido-ethoxy-carbonyl- and 1,1-dimethyl-3-methacrylmethanamido-butoxy-carbonyl group, derived from the corresponding t-alcohols have been developed as acid labile aminoprotecting groups. The synthesis of monomeric and polymeric N-methacrylamino m-BOC amino acids and amino acid methyl esters and their application for peptide synthesis following the (N→C)-assembly method are described. The rapid, acid induced cleavage of the protecting group leads to the formation of oxazole resp. oxazine derivatives.