1,2:4,5-DI-O-ISOPROPYLIDENE-BETA-D-FRUCTOPYRANOSE synthesis
- Product Name:1,2:4,5-DI-O-ISOPROPYLIDENE-BETA-D-FRUCTOPYRANOSE
- CAS Number:25018-67-1
- Molecular formula:C12H20O6
- Molecular Weight:260.28
57-48-7
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Yield: 71%
Reaction Conditions:
with phosphotungstic acid in acetone at 20; for 4 h;Inert atmosphere;
Steps:
Typical procedure for isopropylidenation of 1,2-diols
General procedure: A suspension of the substrate (1 mmol) in dry acetone (5 mL)/2,2-dimethoxypropane (2 mmol) in dry acetone (5 mL) was added 5 mol % of phosphotungstic acid and was stirred at room temperature under nitrogen atmosphere for the specific time given in Table 2. After completion of the reaction, the solvent was removed under reduced pressure. The residue was extracted with dichloromethane (3 × 20 mL) and water and the combined organic layer was dried with Na2SO4 and concentrated in vacuum to give the crude product. The crude product was purified by column chromatography on Silica gel (60-120 mesh) with 15-30% ethylacetate in hexane as eluent.
References:
Vanlaldinpuia, Khiangte;Bez, Ghanashyam [Tetrahedron Letters,2011,vol. 52,# 29,p. 3759 - 3764] Location in patent:supporting information; experimental part
