28069-98-9

Basic information

• Product Name: Acetic acid (3aR,6S,6aR)-5-((R)-1,2-diacetoxy-ethyl)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yl ester
• CAS NO: 28069-98-9
• Molecular Weight: 346.334
• Mol File: 28069-98-9.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: Acetic acid (3aR,6S,6aR)-5-((R)-1,2-diacetoxy-ethyl)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Acetic acid (3aR,6S,6aR)-5-((R)-1,2-diacetoxy-ethyl)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yl ester(28069-98-9)
• EPA Substance Registry System: Acetic acid (3aR,6S,6aR)-5-((R)-1,2-diacetoxy-ethyl)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yl ester(28069-98-9)

Safety Data

• Hazardous Substances Data: 28069-98-9(Hazardous Substances Data)

Upstream product

• 19684-32-3 1,2-O-isopropylidene-α-D-xylo-hexafuranos-5-ulose 
• 253328-56-2 1,2-O-isopropylidene-α-D-gluco-/β-L-idofuranose 
• 108-24-7 acetic anhydride 
• 18549-40-1 1,2-O-isopropylidene-α-D-glucofuranose 

Downstream Products

• 253328-56-2 1,2-O-isopropylidene-α-D-gluco-/β-L-idofuranose 

Relevant articles and documents

Regioselective mono-oxidation of Non-protected carbohydrates by brominolysis of the tin intermediates

Most of the glycosides examined were smoothly oxidized by the bis-tributyltin oxide-bromine method without protection of the other hydroxyl groups to the mono-oxo derivatives in high yield and with high regioselectivity.The regioselectivity (position of oxidation) can be predicted from two independent rules: anomeric control (the oxidation takes place at C-3 for the glycosides which have an equatorial glycosidic linkage and at C-4 for those which have an axial glycosidic linkage) and axial oxidation for cis-1,2 glycols.Keywords - carbohydrate; glycoside; oxidation; regioselective oxidation; bis-tributyltin oxide-bromine; dibutyltin oxide-bromine; brominolysis; oxo-glycoside; 13C-NMR.