382591-40-4Relevant academic research and scientific papers
A novel glycoside lactone derivative with a 2-C-unsaturated diester substituent
Zhang, Fuyi,Du, Chen-Xia,Liu, Hong-Min,Zhu, Yu
, p. 1361 - 1362 (2001)
The title 4,6-O-benzylidene-α-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), C18H18O8, has been synthesized from the reaction of methyl 4,6-O-benzylidene-α-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 C2 - C3 bond and is planar with an r.m.s. deviation of 0.0091 A.
Novel autoxidation and Michael addition of a butenolide-containing sugar leading to a C-branched-chain glucopyranosidulose, and X-ray structure of intermediates
Liu, Hong-Min,Zhang, Fuyi,Zhang, Jianye,Li, Shi
, p. 1737 - 1743 (2003)
A butenolide-containing sugar available from the aldol condensation of methyl 4,6-O-benzylidene-α-D-glucopyranosid-2-ulose with diethyl malonate is autoxidized at the C-3 position into the corresponding α,β-unsaturated γ-lactone sugar by air, which subsequently undergoes 1,4-conjugate (Michael) addition of hydroxide ion (or water) leading to a C-branched-chain glucopyranosidulose. The autoxidations are also performed in weakly basic, neutral and weakly acidic medium, respectively.
Novel synthesis of methyl 4,6-O-benzylidenespiro[2-deoxy-α-d-arabino-hexopyranoside-2,2′-imidazolidine] and its homologue and sugar-γ-butyrolactam derivatives from methyl 4,6-O-benzylidene-α-d-arabino-hexopyranosid-2-ulose
Zhang, Fuyi,Liu, Hong,Li, Yong-Feng,Liu, Hong-Min
body text, p. 839 - 843 (2010/06/21)
Novel methyl 4,6-O-benzylidenespiro[2-deoxy-α-d-arabino-hexopyranoside-2,2′-imidazolidine] and its homologue methyl 4,6-O-benzylidene-3′,4′,5′,6′-tetrahydro-1′H-spiro[2-deoxy-α-d-arabino-hexopyranoside-2,2′-pyrimidine] have been synthesized in good yields
