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- W2023605792 abstract "Methyl 2,3-O-isopropylidene-5,6-di-O-methylsulfonyl-β-D-allofuranoside, prepared by a route starting fromD-glucose and its conversion to 1,2:5,6-di-O-isopropylidene-α-D-allofuranose andD-allose, has been used as the starting material for a new synthesis ofL-talose. The configuration at C-5 was inverted with NaOAc in hot DMF, resulting in theL-talofuranoside derivative from which the acetyl groups were removed to give methyl 2,3-O-isopropylidene-α-L-talofuranoside. Hydrolysis of the latter yieldedL-talose. Methyl 2,3-O-isopropylidene-α-L-talofuranoside was used as the starting material in a six-step synthesis of 9-α-L-talofuranosyladenine.L-Talose was acetylated and coupled with the base to give 9-α-L-talopyranosyladenine. 9-α-L-Talofuranosyladenine was a slow-reacting substrate for calf intestinal adenosine deaminase (adenosine aminohydrolase, EC 3.5.4.4) and an inhibitor of the growth of leukemia L1210 cells in vitro." @default.
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- W2023605792 date "1994-06-01" @default.
- W2023605792 modified "2023-09-27" @default.
- W2023605792 title "A new synthesis ofL-talose and preparation of its adenine nucleosides" @default.
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