炭疽杆菌表面糖抗原(图1)是炭疽杆菌细胞荚膜的主要成分~([1]),炭疽杆菌表面糖抗原的人工合成对炭疽疫苗的研发具有重大意义~([2])。1-叔丁基二苯基硅烷基-2-叠氮-3-O-(α-四-O-苄基-1-氧代-β-D-吡喃半乳糖基)-4,6-O-对甲氧基苄基-β-D-吡喃葡萄糖苷(1)是化学合成炭疽杆菌表面糖抗原的重要中间体。同类β-硫苷糖基化得到的1,3位连接的二糖产物为α、β构型混合物,α构型产率基本维持在17%~54%~([3-5]),由于本研究中单糖受体上的保护基位阻较大,导致路线(图2)中的二糖化合物(1)的预实验产率仅为21.1%,大大阻 Bacillus anthracis surface glycoprotein (Figure 1) is the main component of Bacillus anthracis cell capsular ~ ([1]), anthrax surface synthetic carbohydrate antigen anthrax vaccine research and development of great significance ~ ([2]). Tert-butyldiphenylsilyl-2-azido-3-O- (α-tetra-O-benzyl-1-oxo-β-D-galactopyranosyl) O-p-methoxybenzyl-β-D-glucopyranoside (1) is an important intermediate for the chemical synthesis of Bacillus anthracis surface glycoprotein. The 1,3-linked disaccharide product obtained by glycosylation of β-glucosidase is a mixture of α and β configuration, and the yield of α-configuration remains at 17% ~ 54% ~ ([3-5]). In this study, the blocking position of the monosaccharide acceptor on the proteosome was large, resulting in a pre-experimental yield of 21.1% for the disaccharide compound (1) in the route (Figure 2)