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- W2005629398 abstract "Three approaches to the synthesis of deaminotunicamine and derivatives were developed. Tin tetrachloride condensation of 6-deoxy-1,2:3,4-di-O-isopropylidene-α-d-galacto-heptodialdo-1,5-pyranose with 2-(trimethylsilyloxy)furan gave a mixture of stereoisomeric precursors. Condensation of 1,2:3,4-di-O-isopropylidene-α-d-galacto- hexodialdo-1,5-pyranose with the phosphate carbanion obtained from diethyl (2-furyl)methoxymethyl phosphonate led to 6-deoxy-7-C-(2-furyl)-1,2:3,4-di-O-isopropylidene-l-glycero-α-d-galactoheptopyranose (13). This was converted via the “Δ2”-butenolide route, to a mixture of stereoisomeric 5-C-(6-deoxy-α-d-galactopyranos-6-yl)-pentono-1,4-lactones of the d-allo- and d-talo configuration. In the third approach, 13 was transformed by the “enulose” approach to deamino-tri-(O-isopropylidene)tunicamine." @default.
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- W2005629398 date "1992-04-01" @default.
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- W2005629398 title "The synthesis of 5-C-(6-deoxy-1,2:3,4-di-O-isopropyidene- α-d-galactopyranos-6-yl)2,3-O-isopropylidene-d-allo- pentofuranose [deaminotri-O-isopropylidene tunicamine]" @default.
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- W2005629398 doi "https://doi.org/10.1016/s0008-6215(00)90560-3" @default.
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