The solid phase synthesis of trisubstituted 1,4-diazabicyclo[4.3.0]nonan-2-one scaffolds: On bead monitoring of heterocycle forming reactions using 15N NMR
作者:Eric E. Swayze
DOI:10.1016/s0040-4039(97)10375-6
日期:1997.12
Several representative 3,4,8-trisubstituted 1,4-diazabicyclo[3.4.0]nonan-2-ones have been prepared employing solid phase methodologies. Elaboration of a 4-hydroxyproline derivative with an N-15-amino acid derivative allowed convenient monitoring of the reaction sequence on solid support by gel-phase N-15 NMR. An intramolecular Mitsunobu cyclization provided the desired heterocycle, which could be further functionalized at the 4-position. This synthetic method is facile, general, and suitable for the construction of large libraries of compounds for biological assays. (C) 1997 Published by Elsevier Science Ltd.