Synthesis of selected aminodeoxy analogs of globotriosylceramide

Four aminodeoxy analogs of globotriosylceramide (6″-, 4″-, 2″-, and 6′-aminodeoxy) were synthesized by glycosylation of 3-O-benzoylated azidosphingosine with the corresponding aminodeoxy-globotriose trichloroacetimidate, followed by reduction of the azido group, N-acylation with 1-adamantaneacetic acid, and removal of the protecting groups.