3,4-di-O-acetyl-2,5-anhydro-1,6-di-O-(p-tolylsulfonyl)-D-mannitol.
The title compound, 2,5-bis(4-methylphenylsulfonyloxy-methyl)oxolane-3,4-diyl diacetate, C24H28O11S2, lies on a crystallographic twofold axis. It adopts a perfect twist 3(4)T conformation in the solid state. The puckering parameters of the tetrahydrofuran ring are q = 0.32 (8) A and rho = 92.3 (5) degrees. The acetyl groups are planar, with the non-H atoms deviating less than 0.002 (3) A from their mean plane. They have an (S)-cis conformation with the C-O and C = O bonds eclipsed, and each acetyl group is orientated with the C = O group syndiaxial to the C-H bond at the ring C atom to which the group is attached.
Shalaby
M A
MA
Department of Biochemistry, Louisiana State University, Baton Rouge 70803, USA.
Fronczek
F R
FR
Voll
R J
RJ
Younathan
E S
ES
D001665:Binding Sites; D003460:Crystallization; D018360:Crystallography, X-Ray; D007004:Hypoglycemic Agents / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D008353:Mannitol / Q000031:analogs & derivatives* / Q000737:chemistry; D008958:Models, Molecular; D008968:Molecular Conformation; D015394:Molecular Structure; D010732:Phosphofructokinase-1 / Q000737:chemistry; D014105:Tosyl Compounds / Q000737:chemistry*
C096292:3,4-di-O-acetyl-2,5-anhydro-1,6-di-O-(4-tolylsulfonyl)mannitol; D007004:Hypoglycemic Agents; D014105:Tosyl Compounds; D008353:Mannitol; D010732:Phosphofructokinase-1