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进行了6-o-三苯甲基-a-甲基-d-葡萄吡喃甙(TMGP,I)在 THF-水和在 DMF-水中的高碘酸盐氧化反应。以亚砷酸钠滴定跟踪的高碘酸盐消耗-时间曲线表明,氧化明显地比在水中缓慢,消耗一克分子高碘酸盐的时间分别约为6.4(THF-水,23℃)和20(DMF-水,12℃)小时,而且在此之后的氧化更为缓慢。以a-甲基-d-葡萄吡喃甙(MGP)作为对照在水、THF-水和DMF-水中进行相同的氧化反应消耗一克分子高碘酸盐的时间约为<0.2(水,26℃)、2(THF-水,25℃)和2.6(DMF-水,26℃)小时。此外,在TMGP的情况中,滴定曲线在消耗等克分子高碘酸盐的前后有一明显的转折;在此之前几乎不生成甲酸,而在转折后的近处仅含2—3％的甲酸。
Periodate oxidation of 6-o-trityl-a-methyl-d-glucopyranoside (TMGP, I) in THF-water and in DMF-water was performed. The periodate of the periodate followed by titration with sodium arsenite shows that the oxidation is significantly slower than in water and the time consuming one gram of periodate is about 6.4 (THF-water, 23 ° C) and 20 (DMF-water, 12 ° C) for a few hours, and the subsequent oxidation was slower. The same oxidation reaction with a-methyl-d-glucopyranoside (MGP) as control in water, THF-water and DMF-water consumes about one mole of periodate for about <0.2 ° C), 2 (THF-water, 25 ° C) and 2.6 (DMF-water, 26 ° C) for hours. In addition, in the case of TMGP, the titration curve showed a significant turning point before and after consumption of an equimolar periodate; formic acid was scarcely produced until then, and only 2-3% of formic acid was present near the transition.