Parasite glycoconjugates. Part 1. The synthesis of some early and related intermediates in the biosynthetic pathway of glycosyl-phosphatidylinositol membrane anchors

Abstract

The enantio-pure 1D- and 1L-myo-inositol derivatives 3D and 3L have been used to prepare sodium 1D-6-O-(2-amino-2-deoxy-α-D-glucopyranosyl)-myo-inositol sn-2,3-dipalmitoyloxypropyl phosphate 21 and a related 1,6-disubstituted 1L-myo-inositol 28, respectively. The hydrogenphosphonate approach was effective in coupling together the phosphonolipid moiety 16 and the protected 6-O-(2-azido-2-deoxy-α-D-glucopyranosyl)-myo-inositols 15and24, respectively.