Реакция #6883

Уравнение реакции

Nucleoside

(1S,4R,5R,7R,8R)-4,8-Dibenzyloxy-7-(thymin-1-yl)-2,6-dioxabicyclo[3.2.1]octane

→

nucleoside

(1S,4R,5R,7R,8R)-4,8-Dihydroxy-7-(thymin-1-yl)-2,6-dioxabicyclo[3.2.1]octane

Растворители

ethanol

Условия реакции

Обработка

1. 1
   ДругоеThe mixture was degassed
2. 2
   Фильтрацияwas filtered off
3. 3
   Промывка(silica gel, washed with methanol, 400 cm3)
4. 4
   Концентрированиеthe filtrate was concentrated to dryness under reduced pressure

Методика

Nucleoside 18 (0.27 g, 0.60 mmol) was dissolved in absolute ethanol (20 cm3) and 20% palladium hydroxide on carbon (0.25 g) was added. The mixture was degassed and placed under an atmosphere of hydrogen. After stirring for 26 h the catalyst was filtered off (silica gel, washed with methanol, 400 cm3) and the filtrate was concentrated to dryness under reduced pressure. The residue was subjected to column chromatography on silica gel using dichloromethane/methanol (94:6, v/v) as eluent to give nucleoside 19 as white solid material (0.16 g, 98%) after evaporation of the solvents under reduced pressure.

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