Gent P A, Gigg R
Carbohydr Res. 1976 Jul;49:325-33. doi: 10.1016/s0008-6215(00)83149-3.
Starting from allyl 3-O-benzyl-4,6-O-benzylidene-alpha-D-glucopyranoside as a key intermediate, the following crystalline compounds were prepared: 2-O-allyl-3,4,6-tri-O-benzyl-D-glucopyranose (11) and its p-nitrobenzoate; 2,3,5-tri-O-benzyl-D-arabinofuranose (12) and the corresponding arabinitol; allyl 3,4,6-tri-O-benzyl-alpha-D-glucopyranoside (7); 3,4,6-tri-o-benzyl-D-glucopyranose (8); 2-0-allyl 3, 4-di-o-benzyl-D-glucopyranose (17) and its bis(p-nitrobenzoate); and 3,4-di-O-benzyl-D-glucopyranose (19). The p-nitrobenzoates of compounds 11 and 17 are potential intermediates for the synthesis of the glycolipids of the cytoplasmic membranes of Streptococci.
以烯丙基3 - O - 苄基 - 4,6 - O - 亚苄基 - α - D - 吡喃葡萄糖苷作为关键中间体,制备了以下结晶化合物:2 - O - 烯丙基 - 3,4,6 - 三 - O - 苄基 - D - 吡喃葡萄糖(11)及其对硝基苯甲酸酯;2,3,5 - 三 - O - 苄基 - D - 阿拉伯呋喃糖(12)及相应的阿拉伯糖醇;烯丙基3,4,6 - 三 - O - 苄基 - α - D - 吡喃葡萄糖苷(7);3,4,6 - 三 - o - 苄基 - D - 吡喃葡萄糖(8);2 - 0 - 烯丙基3,4 - 二 - o - 苄基 - D - 吡喃葡萄糖(17)及其双(对硝基苯甲酸酯);以及3,4 - 二 - O - 苄基 - D - 吡喃葡萄糖(19)。化合物11和17的对硝基苯甲酸酯是合成链球菌细胞质膜糖脂的潜在中间体。