Sulfuric Acid → Methyl beta-D-ribofuranoside

HRID 499140

Reaktionsgleichung

Reaktionsgleichung von HRID 499140
[O:1]=[CH:2][C@@H:3]([C@@H:5]([C@@H:7]([CH2:9][OH:10])[OH:8])[OH:6])[OH:4].S(=O)(=O)(O)O.[C:16](=O)([O-])[O-].[Na+].[Na+]>CO>[O:1]([CH3:16])[C@@H:2]1[O:8][C@H:7]([CH2:9][OH:10])[C@@H:5]([OH:6])[C@H:3]1[OH:4]

Komponenten

5

Edukt 3

HCID 1118Sulfuric AcidHCID 10340Sodium CarbonateHCID 5311110Aldehydo-D-ribose

Produkt 1

HCID 81983Methyl beta-D-ribofuranoside

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

5 g of D-Ribose was dissolved in 100 mL of methanol and cooled to 0° C. 0.5 mL of concentrated sulfuric acid was added and the solution was stored at −20° C. for 48 hrs. Solution was neutralized by passage through a bed of sodium carbonate and evaporated under vacuum to a viscous oil. Crude material was purified on a silica column eluting with 10% methanol in ethyl acetate to yield 2.1 grams of methyl β-D-ribofuranoside.

Aufarbeitung

  1. customevaporated under vacuum to a viscous oil
  2. customCrude material was purified on a silica column
  3. washeluting with 10% methanol in ethyl acetate

Quellen und Nachweise

ORD-Eintrag
ord-270a0c54391544dc8c453af1fc45d39e
Quelldatensatz
uspto-grants-2010_08
Patentnummer
US07767657B2

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