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CAS 14131-84-1

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Diaceton-alpha-D-mannofuranose

Description:
Diaceton-alpha-D-mannofuranose is a carbohydrate derivative characterized by its furanose structure, which is a five-membered ring form of mannose. This compound features two acetyl groups attached to the hydroxyl groups of the mannofuranose, enhancing its stability and solubility in organic solvents. It is typically a white to off-white crystalline solid, and its molecular formula reflects the presence of multiple hydroxyl groups, contributing to its reactivity and potential applications in organic synthesis. Diaceton-alpha-D-mannofuranose is often used as a protecting group in carbohydrate chemistry, facilitating the selective modification of hydroxyl functionalities. Its properties include moderate solubility in polar solvents and a tendency to undergo hydrolysis under acidic or basic conditions, releasing the parent sugar. The compound is of interest in various fields, including medicinal chemistry and biochemistry, due to its role in glycosylation reactions and potential applications in drug development. Safety data should be consulted for handling, as with all chemical substances.
Formula:C12H20O6
InChI:InChI=1/C12H20O6/c1-11(2)14-5-6(16-11)7-8-9(10(13)15-7)18-12(3,4)17-8/h6-10,13H,5H2,1-4H3/t6-,7-,8+,9+,10+/m1/s1
Synonyms:
  • Diisopropylidenemannofuranose
  • Diacetone-D-Mannose
  • D-Mannose diacetonide
  • 2,3:5,6-Di-O-Isopropylidene-A-D-Mannofuranose
  • 2,3:5,6-Di-O-Isopropylidene-A-D-Mannopyranose
  • (+)-2,3:5,6-Di-O-Isopropylidene-Alpha-D-Mannofuranose
  • 2,3,5,6-Di-O-Isopropylidene-Alpha-D-Mannofuranose
  • 6-(2,2-Dimethyl-1,3-Dioxolan-4-Yl)-2,2-Dimethyltetrahydrofuro[3,4-D][1,3]Dioxol-4-Ol (Non-Preferred Name)
  • (3aS,4S,6R,6aS)-6-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-ol (non-preferred name)
  • Diaceton-D-Mannofuranose
  • See more synonyms
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