Abstract
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-α-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-α-d-fructofuranose.
| Original language | English |
|---|---|
| Pages (from-to) | 2494-2501 |
| Number of pages | 8 |
| Journal | Carbohydrate Research |
| Volume | 340 |
| Issue number | 16 |
| DOIs | |
| Publication status | Published - Nov 21 2005 |
Keywords
- Acetalation of sucrose
- D-Fructofuranoside
- D-Glucose dimethyl acetal
- Isopropylidene acetal
ASJC Scopus subject areas
- Analytical Chemistry
- Biochemistry
- Organic Chemistry
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Cite this
Hanaya, T., Sato, N., & Yamamoto, H. (2005). An efficient synthesis of methyl 1,3-O-isopropylidene-α-D- fructofuranoside and 2,3:5,6-di-O-isopropylidene-D-glucose dimethyl acetal derivatives from sucrose. Carbohydrate Research, 340(16), 2494-2501. https://doi.org/10.1016/j.carres.2005.07.023