【摘要】 本文提出了一合成2,3-内醚-5-去羟戊糖烷基甙的途径;并报告了合成2,3-内醚-5-去羟-α-L-来苏糖甲基甙的结果。合成包括以下的步骤:L-阿拉伯糖→α-和β-L-阿拉伯糖甲基呋喃甙(Ⅶ)→2,3,5-三-O-对甲苯磺酰基-α-L-阿拉伯糖甲基呋喃甙(Ⅷ)→2,3-二-O-对甲苯磺酰基-5-碘代-5-去羟-α-L-阿拉伯糖甲基呋喃甙(Ⅸ)→2,3-二-O-对甲苯磺酰基-5-去羟-α-L-阿拉伯糖甲基味喃甙(Ⅹ)→2,3-内醚-5-去羟-α-L-来苏糖甲基呋喃甙(Ⅺ)。自 L-阿拉伯糖计算,总产率是20.8%。更多还原

【Abstract】 The chemistry of pentomethyloses was briefly reviewed from preparative point of view.A convenient route of synthesizing alkyl 2,3-anhydro-pentomethylosides has been workedout and this was typified by a synthesis of the title compound.This consists of followingsequence of reactions:L-arabinose(?)methyl α-and β-L-arabofuranoside(Ⅶ)(?)methyl2,3-5-tri-O-p-toluenesulphonyl-α-L-arabofuranoside(Ⅷ)(?)methyl 2,3-di-O-p-toluenesulphonyl-5-iodo-5-deoxy-α-L-arabofuranoside(Ⅸ)(?),methyl 2,3-di-O-p-toluenesulphonyl-α-L-arabome-thyloside(Ⅹ)(?)methyl 2,3-anhydro-α-L-lyxomethyloside(Ⅺ).The overall yield was 20.8%,calculated on L-arabinose used.The anomeric configuration and structure of the final product were discussed andascertained.更多还原