title: A highly efficient azide-based protecting group for amines and alcohols.
abstract: The azide-based carbamate or carbonate protecting group (Azoc) shown above can be removed in less than 2 min under neutral conditions using trimethyl or tributyl phosphine as well as polymer-bound triphenyl phosphine. It was shown to be orthogonal to Fmoc and Mtt for peptide synthesis and to afford beta-glycoside with a 2-aminoglucosyl donor by virtue of the neighboring group participation.
authors.affiliation: Institut de Science et Ingénierie Supramoléculaires, Université Louis Pasteur - CNRS, 8 allée Gaspard Monge, 67000 Strasbourg, France.
authors.forename: Srinivasu
authors.initials: S
authors.lastname: Pothukanuri
authors.forename: Nicolas
authors.initials: N
authors.lastname: Winssinger
mesh_terms: D000438:Alcohols / Q000737:chemistry*; D000588:Amines / Q000737:chemistry*; D001386:Azides / Q000737:chemistry*; D015394:Molecular Structure; D010455:Peptides / Q000138:chemical synthesis
chemical_list: D000438:Alcohols; D000588:Amines; D001386:Azides; D010455:Peptides