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  • Title: A novel glycoside lactone derivative with a 2-C-unsaturated diester substituent.
    Author: Zhang F, Du CX, Liu HM, Zhu Y.
    Journal: Acta Crystallogr C; 2001 Nov; 57(Pt 11):1361-2. PubMed ID: 11706276.
    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.
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