Optimization of coupling reactions of glycosylamines with Fmoc-protected aspartic acid, by microwave approach, is described. Different reaction conditions, quantities of substrates and solvents were tested to develop simple and reproducible methodologies. The best results were obtained using new triazine-based coupling reagents with a monomode microwave Discover BenchMateTM instrument (CEM). The N-glycosyl amino acids were then deprotected to achieve final products for SPPS.
A convenient microwave-assisted synthesis of N-glycosyl amino acids / I. PAOLINI; F. NUTI; M.C. POZO-CARRERO; F. BARBETTI; B. KOLESINSKA; Z.J. KAMINSKI; M. CHELLI; A.M. PAPINI. - In: TETRAHEDRON LETTERS. - ISSN 0040-4039. - STAMPA. - 48:(2007), pp. 2901-2904. [10.1016/j.tetlet.2007.02.087]
A convenient microwave-assisted synthesis of N-glycosyl amino acids
I. PAOLINI;NUTI, FRANCESCA;B. KOLESINSKA;PAPINI, ANNA MARIA
2007
Abstract
Optimization of coupling reactions of glycosylamines with Fmoc-protected aspartic acid, by microwave approach, is described. Different reaction conditions, quantities of substrates and solvents were tested to develop simple and reproducible methodologies. The best results were obtained using new triazine-based coupling reagents with a monomode microwave Discover BenchMateTM instrument (CEM). The N-glycosyl amino acids were then deprotected to achieve final products for SPPS.
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