74774-21-3

Basic information

• Product Name: .beta.-D-Glucopyranuronic acid, ethyl ester, tetraacetate
• Synonyms: .beta.-D-Glucopyranuronic acid, ethyl ester, tetraacetate;(3R,4S,5R,6R)-6-(acetoxyMethyl)tetrahydro-2H-pyran-2,3,4,5-tetrayl tetraacetate
• CAS NO: 74774-21-3
• Molecular Formula: C₁₆H₂₂O₁₁
• Molecular Weight: 0
• Mol File: 74774-21-3.mol
• Article Data: 1

Chemical Properties

• Appearance: /
• CAS DataBase Reference: .beta.-D-Glucopyranuronic acid, ethyl ester, tetraacetate(CAS DataBase Reference)
• NIST Chemistry Reference: .beta.-D-Glucopyranuronic acid, ethyl ester, tetraacetate(74774-21-3)
• EPA Substance Registry System: .beta.-D-Glucopyranuronic acid, ethyl ester, tetraacetate(74774-21-3)

Safety Data

• Hazardous Substances Data: 74774-21-3(Hazardous Substances Data)

Upstream product

• 108-24-7 acetic anhydride 
• 64-17-5 ethanol 
• 62133-77-1 1,2,3,4-tetra-O-acetyl-β-D-glucopyranuronic acid 
• 6556-12-3 D-glucuronic acid 

Downstream Products

• 74774-12-2 ethyl (phenyl 2,3,4-tri-O-acetyl-1-thio-β-D-glucopyranosiduronate) 

Relevant articles and documents

Ethyl 1,2,3,4-tetra-O-acetyl-β-D-glucopyranuronate

The crystal structure, at 120 K, and solution 1H and 13C NMR spectra of ethyl 1,2,3,4-tetra-O-acetyl-β-D- glucopyranuronate, (8) have been determined. Compound 8 crystallizes in the triclinic space group, P1(Z = 1) with a = 6.0209(3) A, b = 8.9698(5) A, c = 9.9818(8) A, α = 104.965(2)°, β= 98.522(3)°, γ = 106.790(5)°. The Cremer and Pople puckering parameters [Q = 0.602(4) A, θ = 7.1(4)°, φ = 325(3)°] for the pyranose ring in the solid state indicate a near ideal 4C1 chair conformation with a slight distortion in the direction towards 0H5. A number of weak, soft intermolecular C-H ... O hydrogen bonds set up a 3D array. NMR spectra and FAB and EIMS data have been obtained. Solution NMR parameters suggest that the solid state conformation is maintained in solution in chloroform.