Diacetone-D-glucose

CAS: 582-52-5

Ref. 3D-MD06795

Product Information

• Name: Diacetone-D-glucose
• Synonyms: 1,2:5,6-Di-O-isopropylidene-a-D-glucofuranoseDAG, (-)-1,2:5,6-Di-O-isopropylidene-α-<span class="text-smallcaps">D</span>-glucofuranose, (3aR,5S,6S,6aR)-5-(2,2-dimethyl-1,3-dioxolan-4-yl)-2,2-dimethyl-3a,5,6,6a-tetrahydrofuro[4,5-d][1,3]dioxol-6-ol, (3aR,5S,6S,6aR)-5-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-6-ol (non-preferred name), (3aR,5S,6S,6aR)-5-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-6-ol (non-preferred name), 1,2,5,6-Diisopropylene-a-D-glucofuranose, 1,2:5,6-Bis-O-(1-methylethylidene)-α-<span class="text-smallcaps">D</span>-glucofuranose, 1,2:5,6-Di-O-isopropylidene-<span class="text-smallcaps">D</span>-glucofuranose, 1,2:5,6-Di-O-isopropylidene-<span class="text-smallcaps">D</span>-glucose, 1,2:5,6-Di-O-isopropylidene-D-glucose, 1,2:5,6-Di-O-isopropylidene-alpha-D-glucofuranose~1,2:5,6-Diisopropylidene-D-glucose, 1,2:5,6-Di-O-isopropylidene-α-<span class="text-smallcaps">D</span>-glucose, 1,2:5,6-Di-O-isopropylidene-α-D-glucose, 1,2:5,6-Diisopropylidene-α-<span class="text-smallcaps">D</span>-glucofuranose, 1,2:5,6-Diisopropylidene-α-D-glucofuranose, 1,2:5,6-di-O-isopropilideno-α-D-glucofuranosa, 1,2:5,6-di-O-isopropyliden-α-D-glucofuranose, 1,2:5,6-di-O-isopropylidene-A-D-*glucofuranose, 5-(2,2-Dimethyl-1,3-Dioxolan-4-Yl)-2,2-Dimethyltetrahydrofuro[2,3-D][1,3]Dioxol-6-Ol (Non-Preferred Name), <span class="text-smallcaps">D</span>-Glucose diacetonide, D-Glucose diacetonide, Di-acetone-D-glucose, Diacetone glucose, Diacetone-<span class="text-smallcaps">D</span>-glucose, DiacetoneDglucose, Furo[2,3-d]-1,3-dioxole, α-<span class="text-smallcaps">D</span>-glucofuranose deriv., GLUCOFURANOSE(,alpha.,D), 1,2:5,6-DI-O-ISOPROPYLIDENE-, Glucofuranose, 1,2:5,6-di-O-isopropylidene-, α-<span class="text-smallcaps">D</span>-, Glucofuranose, 1,2:5,6-di-O-isopropylidene-, α-D-, Glucose bisacetonide, Glucose diacetonide, Nsc 1223, α-<span class="text-smallcaps">D</span>-Glucofuranose, 1,2:5,6-bis-O-(1-methylethylidene)-, α-D-Glucofuranose, 1,2:5,6-bis-O-(1-methylethylidene)-, Furo[2,3-d]-1,3-dioxole, α-D-glucofuranose deriv., 1,2:5,6-Bis-O-(1-methylethylidene)-α-D-glucofuranose

Description

1,2:5,6-Di-O-isopropylidene-alpha-D-glucofuranose, also known as diacetone-D-glucose (DAG), is a partially protected D-glucose sugar locked in the furanose form with isopropylidene protecting groups on the 1,2 and 5,6 positions. The unprotected 3 position is ready for a variety of chemical manipulations, such as alkylation, acylation or stereo-inversion. An orthogonal protecting group could be added to the 3 position to allow deprotection of an isopropylidene and therefore manipulations of the other hydroxyl groups. Diacetone-D-glucose has been used to make fluorinated hexopyranose glycolysis inhibitors useful in the treatment of brain tumours.

• Brand: Biosynth

Chemical properties

• Molecular weight: 260.28 g/mol
• Formula: C₁₂H₂₀O₆
• Purity: Min. 98 Area-%
• Color/Form: White Off-White Powder