Diacetonefructose, CAS No. 20880-92-6

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20880-92-6

Catalog No. EBD33590

CAS 20880-92-6

Name Diacetonefructose

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Basic Information

Synonyms: Diacetone-beta-D-fructose 2,3:4,5-Bis-O-(1-methylethylidene)-b-D-fructopyranose 2,3:4,5-Di-O-isopropylidene-b-D-fructopyranose Diacetonefructose 2,3,4,5-Di-O-isopropylidene-b-D-fructopyranose 2,3:4,5-bis-O-(1-methylethylidene)-β-D-fructopyranoseDiacetonefructose

Molecular Formula: C12H20O6

Molecular Weight: 260.28

MDL Number: MFCD00022183

Categories: Medicinal Chemistry > Biochemicals and Life Science Reagents > Saccharides, Nucleosides, and Nucleotides Synthetic Chemistry > Organic Building Blocks > Other Organic Building Blocks

Product Description:

Diacetone-β-D-fructose is a protected derivative of D-fructose, specifically the 1,2:4,5-di-O-isopropylidene acetal. This compound is a key synthetic intermediate in carbohydrate chemistry, serving as a versatile chiral building block. Its primary value lies in the protection of the fructose molecule, allowing for selective chemical modifications at other positions. Its main application is in the synthesis of complex carbohydrates, nucleosides, and other biologically active molecules. It is a crucial precursor for the production of rare sugars, such as D-psicose (a low-calorie sweetener), and for the synthesis of various glycosidase inhibitors and antiviral agents. The compound is widely used in medicinal chemistry research for developing new therapeutics. As a protected sugar derivative, it is a stable, crystalline solid that facilitates handling and storage compared to the parent fructose. It is a standard reagent in laboratories focused on glycochemistry and the synthesis of natural products.

Physical Properties

Melting Point: 94-95°C

Boiling Point: 332.577 °C at 760 mmHg

Flash Point: 154.937 °C

Density: 1.181 g/cm3

Storage: −20°C

Analytical Data

Appearance: White Solid