Sulfuric Acid → Methyl beta-D-ribofuranoside
Reaction equation
[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]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 0 °C
Procedure
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.
Workup
- customevaporated under vacuum to a viscous oil
- customCrude material was purified on a silica column
- washeluting with 10% methanol in ethyl acetate
Sources & evidence
- ORD record
- ord-acb1cebd94fc4ba48543e219e3c63500
- Source dataset
- uspto-grants-2014_05
- Patent number
- US08722917B2
Reaction notes
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