136472-06-5Relevant academic research and scientific papers
Synthesis of 6-Deoxy-6-phenylphosphonoyl-D-fructopyranoses: The First Phosphorus-in-the-Ring Analogues of a Ketose
Hanaya, Tadashi,Okamoto, Ryuji,Prikhod'ko, Yurij V.,Armour, Margaret-Ann,Hogg, Alan M.,Yamamoto, Hiroshi
, p. 1663 - 1672 (2007/10/02)
The title sugar analogues were synthesized through three routes, by starting with three kinds of 6-O-tosyl-D-fructofuranoses. (i) Treatment of the known 2,3-O-isopropylidene-1,6-di-O-tosyl-β-D-fructofuranose successively with methyl iodide-silver oxide, s
Synthesis of 6-Deoxy-4-O-methyl-6-phenylphosphinyl-D-fructopyranoses. The First P-in-the-Ring Analogs of a Ketose
Hanaya, Tadashi,Okamoto, Ryuji,Prikhod'ko, Yurij V.,Yamamoto, Hiroshi
, p. 1439 - 1442 (2007/10/02)
Treatment of D-fructose with 2-methoxypropene-TsOH, followed by tosylation, gave 1,3-O-isopropylidene-6-O-tosyl-α-D-fructofuranose (5).Methyl 6-deoxy-6--4-O-methyl-α-D-fructofuranoside (8) was derived from 5 in a 3 step sequence (67percent overall yield).Compound 8 was converted into the title compounds, which were characterized as the 1,3,5-tri-O- and 1,2,3,5-tetra-O-acetyl derivatives.
