Abstract
This thesis is aimed to prepare 6’-, 2-derivatized galactosylceramide analogs. Before preparation of core compound (18) 6’-, 2-aminos galactosyl phytosphingosine, donor (6) and acceptor (13) were firstly prepared. The sugar moiety (6) was obtained via a 6-step synthesis, starting from commercial galactose in 25% yield; the acceptor (13) was prepared from commercial phytosphingosine via 4-step synthesis in 41% yield. Then via glycosylation we obtained glycolsphingosine analog in 97% yield with α/β ratio of 3/1. The core compound (18) was obtained via debenzoylation and hydrolysis and the total yield was 11.7%. The final 6’-, 2-derivatized galactosylceramide analogs (19), (20), (21), (22), was obtained via amide bond formation and purified through HPLC. The analogs will be analyzed its potential as iNKT-Cell inducer.