Product Description
Diacetone-D-glucose, identified by CAS number 582-52-5, is a widely used derivative of D-glucose where the 1,2 and 5,6 hydroxyl groups are protected by isopropylidene ketals. This protection makes it a stable, crystalline solid that is a crucial intermediate in organic synthesis. It serves as a versatile starting material for the creation of various other selectively deprotected glucose derivatives and complex molecules, including pharmaceuticals and fine chemicals, due to the free hydroxyl group at the C-3 position which remains available for chemical modification.
Product Properties
Property Value IUPAC Name (3aR,5R,5aR,8aR,8bS)-2,2,7,7-tetramethyl-tetrahydro-5H-bis([1,3]dioxolo)[4,5-b:4′,5′-d]pyran-5-ol Synonym 1,2:5,6-Di-O-isopropylidene-α-D-glucofuranose CAS Number 582-52-5 Chemical Formula Molar Mass 260.28 g/mol Appearance White to off-white crystalline solid Purity Typically ≥99% Solubility Soluble in acetone, ethanol, and chloroform. Product Usage
- Organic Synthesis: Used as a fundamental building block for synthesizing complex molecules. The protected hydroxyl groups allow for specific reactions on the unprotected C-3 hydroxyl group.
- Pharmaceutical Intermediate: Serves as a key precursor in the synthesis of modified sugars and nucleosides used in drug discovery and development. For example, it is used in the synthesis of diabetology-related compounds.
- Chiral Pool Synthesis: Utilized as a chiral starting material for the enantioselective synthesis of natural products and other biologically active compounds.
- Fine Chemicals: Employed in the manufacturing of specialty chemicals, surfactants, and polymers where a carbohydrate backbone is required.
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