Manzoni Leonardo, Castelli Riccardo
C.N.R.-Istituto di Scienze e Tecnologie Molecolari, Dipartimento di Chimica Organica e Industriale, Milano, Italy.
Org Lett. 2004 Nov 11;6(23):4195-8. doi: 10.1021/ol048474g.
The 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.
使用端基含氟甲硅烷基保护基进行三糖Lewis a的合成。该方法使我们能够充分表征每种产物（核磁共振、质谱）并监测每个合成步骤（薄层色谱）。虽然产物纯化可以通过氟固相萃取（F-SPE）技术进行，但如有必要，也可使用标准色谱法进行纯化。发现对葡糖胺部分的氨基进行三氯乙氧基羰基（Troc）保护对于进行含氟保护糖的保护基操作至关重要。
