Gucchait Arin, Ghosh Angana, Misra Anup Kumar
Bose Institute, Division of Molecular Medicine, P-1/12, C.I.T. Scheme VII M, Kolkata 700054, India.
Beilstein J Org Chem. 2019 Feb 13;15:431-436. doi: 10.3762/bjoc.15.37. eCollection 2019.
A pentasaccharide repeating unit containing α-linked D-glucuronic acid, β-linked D-mannose, corresponding to the repeating unit of biofilms produced by has been synthesized using a stereoselective [2 + 3] convergent glycosylation strategy. The β-D-mannosidic moiety has been synthesized using a D-mannose-derived thioglycoside by a two-step activation process. Late stage TEMPO-mediated oxidation of the pentasaccharide derivative using phase-transfer reaction conditions furnished the target compound in satisfactory yield.
已使用立体选择性[2 + 3]收敛糖基化策略合成了一种含有α-连接的D-葡萄糖醛酸、β-连接的D-甘露糖的五糖重复单元,其对应于由……产生的生物膜的重复单元。β-D-甘露糖苷部分已通过两步活化过程,使用D-甘露糖衍生的硫代糖苷合成。使用相转移反应条件对五糖衍生物进行后期TEMPO介导的氧化,以令人满意的产率得到了目标化合物。