Hanaya Tadashi, Sato Nobuaki, Yamamoto Hiroshi
Department of Chemistry, Faculty of Science, Okayama University, Tsushima, Okayama 700-8530, Japan.
Carbohydr Res. 2005 Nov 21;340(16):2494-501. doi: 10.1016/j.carres.2005.07.023. Epub 2005 Oct 5.
Acetalation of sucrose with 2,2-dimethoxypropane in 1,4-dioxane in the presence of p-toluenesulfonic acid, followed by acetylation, afforded methyl 4,6-di-O-acetyl-1,3-O-isopropylidene-alpha-D-fructofuranoside and 4-O-acetyl-2,3:5,6-di-O-isopropylidene-D-glucose dimethyl acetal as major products, while tosylation of the intermediate acetals provided methyl 6-O-tosyl-1,3-O-isopropylidene-alpha-D-fructofuranose.
在对甲苯磺酸存在下，蔗糖与2,2 - 二甲氧基丙烷在1,4 - 二氧六环中进行缩醛化反应，随后进行乙酰化反应，得到主要产物4,6 - 二 - O - 乙酰基 - 1,3 - O - 异亚丙基 - α - D - 呋喃果糖苷甲酯和4 - O - 乙酰基 - 2,3:5,6 - 二 - O - 异亚丙基 - D - 葡萄糖二甲基缩醛，而中间缩醛的甲苯磺酰化反应则得到6 - O - 甲苯磺酰基 - 1,3 - O - 异亚丙基 - α - D - 呋喃果糖甲酯。
