Methanol → Methyl D-arabinofuranoside
Reaktionsgleichung
[O:1]=[CH:2][C@H:3]([C@@H:5]([C@@H:7]([CH2:9][OH:10])[OH:8])[OH:6])[OH:4].[CH3:11]O>Cl>[O:1]([CH3:11])[CH:2]1[O:8][C@H:7]([CH2:9][OH:10])[C@@H:5]([OH:6])[C@@H:3]1[OH:4]Komponenten
4
Edukt 2
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Versuchsvorschrift
D-Arabinose (1, 25 g, 167 mmol) was stirred for 5 hours in 0.5% hydrogen chloride in methanol (675 mL) at room temperature and then neutralized with Amberlite IRA-400 OH anion exchange resin. The filtrate and washings were combined and evaporated to dryness and the crude product was purified by silica gel chromatography (CHCl3/MeOH, 92:8) to afford 26.2 g of methyl D-arabinofuranoside (2, 95% yield) as an and (1:1) mixture. MS 164 (M)+.
Aufarbeitung
- customevaporated to dryness
- customthe crude product was purified by silica gel chromatography (CHCl3/MeOH, 92:8)
Quellen und Nachweise
- ORD-Eintrag
- ord-ece92f3ab9c34554a218dd65b517bc9e
- Quelldatensatz
- uspto-grants-2010_11
- Patentnummer
- US07838508B2
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