ol048474g_si_002.pdf (1.13 MB)
Synthesis of the Lewis a Trisaccharide Based on an Anomeric Silyl Fluorous Tag
journal contribution
posted on 2004-11-11, 00:00 authored by Leonardo Manzoni, Riccardo CastelliThe synthesis of the trisaccharide Lewis a was performed using an anomeric fluorous silyl protective group. This methodology allowed us to
fully characterize each product (NMR, MS) and monitor each synthetic step (TLC). Although the product purifications could be performed by
fluorous-solid-phase extraction (F-SPE) technology, standard chromatography could be used to effect purification if necessary. Trichloroethoxy
carbonyl (Troc) protection of the amino group of the glucosamine moiety was found essential to allow protecting group manipulation of the
fluorous protected sugar.