title: A novel glycoside lactone derivative with a 2-C-unsaturated diester substituent.
abstract: The title 4,6-O-benzylidene-alpha-D-glucopyranoside (systematic name: methyl 4-methoxy-2-oxo-8-phenyl-1,2,5a,6,9a,9b-hexahydro-4H,8H-7,9-dioxacyclopenta[c]chromene-3-carboxylate), C(18)H(18)O(8), has been synthesized from the reaction of methyl 4,6-O-benzylidene-alpha-D-2-ketoglucopyranoside with diethyl or dimethyl malonate. The compound adopts a chair-chair conformation. The newly formed five-membered ring is fused to the glucopyranoside ring along the C(2)--C(3) bond and is planar with an r.m.s. deviation of 0.0091 A.
authors.affiliation: Chemistry Department, Zhengzhou University, Zhengzhou 450052, People's Republic of China.
authors.forename: F
authors.initials: F
authors.lastname: Zhang
authors.forename: C X
authors.initials: CX
authors.lastname: Du
authors.forename: H M
authors.initials: HM
authors.lastname: Liu
authors.forename: Y
authors.initials: Y
authors.lastname: Zhu
mesh_terms: D018360:Crystallography, X-Ray; D006027:Glycosides / Q000737:chemistry*; D006860:Hydrogen Bonding; D007783:Lactones / Q000737:chemistry*; D008958:Models, Molecular; D008968:Molecular Conformation; D009005:Monosaccharides / Q000737:chemistry*
chemical_list: C443746:4,6-O-benzylidene-glucopyranoside; D006027:Glycosides; D007783:Lactones; D009005:Monosaccharides