论文部分内容阅读
本文以D-(+)-葡萄糖酸内酯为原料,经三甲硅基保护羟基后与5-溴-2-氯-4’-乙氧基二苯甲烷偶联制得(2S,3R,4S,5S,6R)-2-[4-氯-3-(4-乙氧苄基)苯基]-6-(羟甲基)-2-甲氧基四氢-2H-吡喃-3,4,5-三醇(2),2经羟基保护、氧化和羟醛缩合等五步反应制得(3S,4S,5R,6S)-3,4,5-三(苄氧基)-6-[4-氯-3-(4-乙氧苄基)苯基]-2-(羟甲基)-6-甲氧基四氢-2H-吡喃-2-甲醛(7),7经还原、脱苄同时关环制得(1S,2S,3S,4R,5S)-5-[4-氯-3-(4-乙氧苄基)苯基]-1-(羟甲基)-6,8-二氧杂二环[3.2.1]辛烷-2,3,4-三醇(10),其结构经1H NMR和LC-MS表征。
In this paper, D - (+) - gluconolactone was used as the starting material to synthesize (2S, 3R, 4S , 5S, 6R) -2- [4-chloro-3- (4- ethoxybenzyl) phenyl] -6- (hydroxymethyl) -2- methoxytetrahydro- 2H- pyran- 3, (3S, 4S, 5R, 6S) -3,4,5-tris (benzyloxy) -6,5-triol (2), 2 was obtained by the reaction of hydroxyl protection, oxidation and aldol condensation - [4-chloro-3- (4-ethoxybenzyl) phenyl] -2- (hydroxymethyl) -6-methoxytetrahydro- 2H- pyran-2-carbaldehyde (7) (1S, 2S, 3S, 4R, 5S) -5- [4-chloro-3- (4- ethoxybenzyl) phenyl] -1- (hydroxymethyl) - 6,8-Dioxabicyclo [3.2.1] octane-2,3,4-triol (10) whose structure was characterized by 1H NMR and LC-MS.