X-ray diffraction and high-resolution NMR spectroscopy of methyl 3,4-di-O-acetyl-1,5-anhydro-2-deoxy-D-arabino-hex-1-enopyranuronate.
Single-crystal X-ray diffraction and high-resolution (1)H and (13)C NMR spectral data for methyl 3,4-di-O-acetyl-1,5-anhydro-2-deoxy-D-arabino-hex-1-enopyranuronate are reported. The (5)H(4) conformation was found to be the preferred form for this glycal, both in the crystal lattice and in solution. The factors determining the (4)H(5)<==>(5)H(4) conformational equilibrium for acetylated glycals are discussed.
Liberek
Beata
B
Faculty of Chemistry, University of Gdańsk, Sobieskiego 18, PL-80-952 Gdańsk, Poland. beatal@chem.univ.gda.pl
Tuwalska
Dorota
D
Konitz
Antoni
A
Sikorski
Artur
A
D002240:Carbohydrate Sequence; D005965:Glucuronates / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy / Q000379:methods*; D008958:Models, Molecular; D008969:Molecular Sequence Data; D015394:Molecular Structure; D014574:Uronic Acids / Q000737:chemistry*; D014961:X-Ray Diffraction / Q000379:methods*
D005965:Glucuronates; D014574:Uronic Acids