7306-64-1

Basic information

• Product Name: 6-(2,2-DIMETHYL-[1,3]DIOXOLAN-4-YL)-2,2-DIMETHYL-DIHYDRO-FURO[3,4-D][1,3]DIOXOL-4-ONE
• Synonyms: 6-(2,2-DIMETHYL-[1,3]DIOXOLAN-4-YL)-2,2-DIMETHYL-DIHYDRO-FURO[3,4-D][1,3]DIOXOL-4-ONE;2,3:5,6-Di-O-isopropylidene-L-gulono-1,4-lactone;2,3:5,6-Bis-O-(1-Methylethylidene)-L-gulonic Acid γ-Lactone;5, 6-di-O-isopropylidene- L-gulono-1,4-lactone
• CAS NO: 7306-64-1
• Molecular Formula: C₁₂H₁₈O₆
• Molecular Weight: 258.27
• Product Categories: 13C & 2H Sugars;Carbohydrates & Derivatives
• Mol File: 7306-64-1.mol
• Article Data: 35

Chemical Properties

• Melting Point: 147-149°C
• Boiling Point: 361.2±42.0 °C(Predicted)
• Appearance: /
• Density: 1 +-.0.06 g/cm3(Predicted)
• Storage Temp.: -20°C Freezer
• Solubility: Acetone, Dichloromethane, Methanol
• CAS DataBase Reference: 6-(2,2-DIMETHYL-[1,3]DIOXOLAN-4-YL)-2,2-DIMETHYL-DIHYDRO-FURO[3,4-D][1,3]DIOXOL-4-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: 6-(2,2-DIMETHYL-[1,3]DIOXOLAN-4-YL)-2,2-DIMETHYL-DIHYDRO-FURO[3,4-D][1,3]DIOXOL-4-ONE(7306-64-1)
• EPA Substance Registry System: 6-(2,2-DIMETHYL-[1,3]DIOXOLAN-4-YL)-2,2-DIMETHYL-DIHYDRO-FURO[3,4-D][1,3]DIOXOL-4-ONE(7306-64-1)

Safety Data

• Hazardous Substances Data: 7306-64-1(Hazardous Substances Data)

Usage

Chemical Properties

White Crystalline Solid

Uses

2,3:5,6-Di-O-isopropylidene-L-gulonolactone can be a useful synthetic intermediate for carbohydrate synthesis.

Upstream product

• 7757-38-2 2,3,5,6-di-O-isopropylidene-D-mannofuranose 
• 78964-16-6 2,3;5,6-di-O-isopropylidene-β-D-mannofuranose 
• 95517-29-6 1-C-nitroso-2,3:5,6-di-O-isopropylidenemannofurasonyl chloride 
• 1165952-91-9 cyclohexa-1,3-diene 
• 14131-84-1 2,3:5,6-di-O-isopropylidene-α-D-mannofuranose 
• 160701-79-1 2,3:5,6-Di-O-isopropylidene-1-(2-thiazolyl)-α-D-mannofuranose 
• 77-76-9 2,2-dimethoxy-propane 
• 26301-79-1 D-mannono-1,4-lactone 
• 89-65-6 isoascorbic acid 
• 131444-81-0 5-O-acetyl-1,2-dideoxy-3,4:6,7-di-O-isopropylidene-D-manno-hept-1-enitol 
• 159423-91-3 4-O-acetyl-2,3:5,6-di-O-isopropylidene-aldehydo-D-mannose 
• 159423-92-4 (R)-3-{(4R,5R)-5-[(R)-Acetoxy-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-methyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-2-diazo-3-hydroxy-propionic acid ethyl ester 
• 40036-82-6 [2,3:5,6]-di-O-isopropylidene-D-mannose 
• 3458-28-4 D-Mannose 

Downstream Products

• 51057-45-5 1-(1-benzyl-1H-imidazol-2-yl)-O²,O³;O⁵,O⁶-diisopropylidene-L-gulo-[1]hexulose 
• 51057-46-6 1-(3-benzyl-3H-imidazol-4-yl)-O²,O³;O⁵,O⁶-diisopropylidene-L-gulo-[1]hexulose 
• 51057-43-3 1-(1-benzyl-1H-benzoimidazol-2-yl)-O²,O³;O⁵,O⁶-diisopropylidene-L-gulo-[1]hexulose 
• 51108-10-2 3-benzyl-4-(O²,O³;O⁵,O⁶-diisopropylidene-L-gulonoyl)-sydnone (S)-cyclohemiacetal 
• 7757-38-2 2,3:5,6-di-O-isopropylidene-D-mannofuranose 
• 135902-03-3 1-(cyclohexylmethyl)gulofuranose 2,3:5,6-diacetonide 
• 138606-65-2 (3R,4R,5R,6S)-1-cyclohexyl-2-(cyclohexylmethyl)-2,3,4,5,6,7-hexahydroxyheptane 3,4:6,7-diacetonide 
• 119842-22-7 2,3:5,6-di-O-isopropylidene-1-C-phenyl-D-mannofuranoside 
• 14131-84-1 2,3:5,6-di-O-isopropylidene-α-D-mannofuranose 
• 4099-88-1 (3aR,4S,6R,6aS)-6-(hydroxymethyl)-2,2-dimethylperhydrocyclopenta[d][1,3]dioxol-4-ol 

Relevant articles and documents

Dimerization of aldosuloses and aldonolactones into branched higher carbon sugars

Homo-dimerizations of a variety of aldosulose and aldonolactone derivatives via aldol and Claisen reactions have been achieved, leading to novel branched higher carbon sugars in a highly stereoselective manner.

Synthesis of C-spiro-glycoconjugates from sugar lactones via zinc mediated Barbier reaction

Anomeric gem-diallylation, mono-β-crotylation and mono-β- propargylation of sugar 1,5 and 1,4 lactones have been achieved under Barbier reaction conditions using Zn powder and a catalytic amount of TMSCl as an activator. Ring closing olefin metathesis of the synthesized gem-diallyl derivatives furnished C-spiro cyclopentene glycosides. Finally, the cyclopentene rings were converted into carbohydrate based tricyclic morpholine fused triazole glycoconjugates as potential SGLT2 inhibitors.

CARBOHYDRATE PHOSPHONATE DERIVATIVES AS MODULATORS OF GLYCOSYLATION

Compounds of Formula (I) are useful as modulators of glycosylation. Compounds of Formula (I) have the following structure: (I) and the definitions of the other variables are provided herein.