Description

5-(2,2-Dimethyl-1,3-dioxolan-4-yl)-2,2-dimethyl-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxole (CAS No. 4613-62-1) is a highly specialized bicyclic organic compound with the molecular formula C₁₂H₂₀O₅. This compound features a unique fused dioxolane and tetrahydrofurodioxole structure, making it a valuable intermediate in synthetic organic chemistry and carbohydrate research. It is supplied as a high-purity solid with stringent quality control to ensure consistency for research applications. Ideal for use in glycosylation reactions, protecting group strategies, and as a chiral building block in asymmetric synthesis. Store in a cool, dry place under inert conditions to maintain stability.

Properties

• CAS Number: 4613-62-1
• Complexity: 314
• IUPAC Name: 5-(2,2-dimethyl-1,3-dioxolan-4-yl)-2,2-dimethyl-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxole
• InChI: InChI=1S/C12H20O5/c1-11(2)13-6-9(16-11)7-5-8-10(14-7)17-12(3,4)15-8/h7-10H,5-6H2,1-4H3
• InChI Key: AKKRBVFGAWFTRW-UHFFFAOYSA-N
• Exact Mass: 244.13107373
• Molecular Formula: C12H20O5
• Molecular Weight: 244.28
• SMILES: CC1(OCC(O1)C2CC3C(O2)OC(O3)(C)C)C
• Topological: 46.2
• Monoisotopic Mass: 244.13107373
• Synonyms: 4613-62-1, 5-(2,2-dimethyl-1,3-dioxolan-4-yl)-2,2-dimethyl-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxole, A-D-RIBO-HEXOFURANOSE,3-DEOXY-1,2:5,6-BIS-O-(1-METHYLETHYLIDENE)-, 3-(2,2-dimethyl-1,3-dioxolan-4-yl)-7,7-dimethyl-2,6,8-trioxabicyclo[3.3.0]octane, 2774-29-0, NSC59397, 3-Deoxy-1,2:5,6-di-O-isopropylidene-a-D-xylo-hexofuranose, SCHEMBL8126222, SCHEMBL16566548, NSC-59397, 5-(2,2-dimethyl-1,3-dioxolan-4-yl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxole, DA-60819, DB-242160

Application

This compound is primarily used as a protected carbohydrate intermediate in the synthesis of nucleosides, sugars, and other bioactive molecules. Its rigid bicyclic structure makes it suitable for stereocontrolled reactions in medicinal chemistry. Researchers also employ it in the development of glycosidase inhibitors and as a chiral template in asymmetric catalysis.

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