Total synthesis of α-galactosyl cerebroside
S Figueroa-Pérez, RR Schmidt - Carbohydrate Research, 2000 - Elsevier
A highly convergent synthetic approach was developed to obtain α-galactosyl cerebroside O-
(α-d-galactopyranosyl)-2-hexacosylamino-d-ribo-1, 3, 4-octadecantriol, which has
previously been demonstrated to have immunostimulatory activity. Known 4, 6-O-
benzylidene galactose was the starting material for both the required α-galactosyl and the
phytosphingosine building blocks O-(2, 3-di-O-benzyl-4, 6-O-benzylidene-d-
galactopyranosyl) trichloroacetimidate (4) and 2-O-methanesulfonyl-d-arabino-1, 2, 3, 4 …
(α-d-galactopyranosyl)-2-hexacosylamino-d-ribo-1, 3, 4-octadecantriol, which has
previously been demonstrated to have immunostimulatory activity. Known 4, 6-O-
benzylidene galactose was the starting material for both the required α-galactosyl and the
phytosphingosine building blocks O-(2, 3-di-O-benzyl-4, 6-O-benzylidene-d-
galactopyranosyl) trichloroacetimidate (4) and 2-O-methanesulfonyl-d-arabino-1, 2, 3, 4 …