89157-91-5

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: 89157-91-5
• Molecular Weight: 346.334
• Mol File: 89157-91-5.mol
• Article Data: 2

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(89157-91-5)
• 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(89157-91-5)

Safety Data

• Hazardous Substances Data: 89157-91-5(Hazardous Substances Data)

Upstream product

• 18549-40-1 1,2-O-isopropylidene-α-D-glucofuranose 
• 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 

Downstream Products

• 253328-56-2 1,2-O-isopropylidene-α-D-gluco-/β-L-idofuranose 
• 848310-21-4 (4-nitro)phenyl 2,3,5,6-tetra-O-acetyl-α-L-idofuranoside 
• 848310-29-2 (4-nitro)phenyl 2,3,5,6-tetra-O-acetyl-β-L-idofuranoside 
• 848309-89-7 (4-nitro)phenyl α-L-idofuranoside 
• 28235-34-9 2,3,4-tri-O-acetyl-1,6-anhydro-β-L-idopyranose 

Relevant articles and documents

The role of the C-3 substituent in the asymmetric dihydroxylation of hexo-5-enofuranosides

Asymmetric dihydroxylation of vinyl furanosides 1-6 by use of OsO4, AD-mix-α and β is described yielding the corresponding hexofuranose sugars. Vinyl furanosides 2 and 3, with an ester group at C-3, and vinyl manno furanoside 5 on asymmetric dihydroxylation with AD-mix α exhibited high R diastereoselectivity at C-5. Reversal in diastereoselectivity at C-5 was observed for the 3-deoxy vinyl furanoside 6 giving furanosaccharide 6S with the S configuration at C-5.