Zhang F, Du C X, Liu H M, Zhu Y
Chemistry Department, Zhengzhou University, Zhengzhou 450052, People's Republic of China.
Acta Crystallogr C. 2001 Nov;57(Pt 11):1361-2. doi: 10.1107/s0108270101015505. Epub 2001 Nov 13.
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.
标题化合物4,6-O-亚苄基-α-D-吡喃葡萄糖苷(系统名称:甲基4-甲氧基-2-氧代-8-苯基-1,2,5a,6,9a,9b-六氢-4H,8H-7,9-二氧杂环戊并[c]色烯-3-羧酸酯),化学式为C(18)H(18)O(8),由4,6-O-亚苄基-α-D-2-酮基吡喃葡萄糖苷甲酯与丙二酸二乙酯或丙二酸二甲酯反应合成。该化合物呈椅式-椅式构象。新形成的五元环沿着C(2)-C(3)键与吡喃葡萄糖苷环稠合,且为平面结构,均方根偏差为0.0091 Å。