HuagongsheHuagongshe Chemistry Print Report · For research reference only
2,2-Dimethoxypropane → 2′,3′-O-Isopropylideneuridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2,2-Dimethoxypropane | HCID 6495 | — |
| Reactant | 4'-Azidouridine | HCID 453828 | — |
| Catalyst | p-Toluenesulfonic acid monohydrate | HCID 521998 | — |
| Solvent | Acetone | HCID 180 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 2′,3′-O-Isopropylideneuridine | HCID 351234 | 73.7% |
Reaction Steps
A mixture containing 3.0 g (10.5 mmol) of 4′-azidouridine, 0.05 g (0.26 mmol) p-toluenesulfonic acid monohydrate and 6 mL (48.8 mmol) 2,2-dimethoxypropane in 20 mL acetone was stirred at room temperature for 12 h. The reaction mixture was diluted with ethyl acetate, washed with saturated aqueous sodium hydrogen carbonate solution, dried over magnesium sulfate and evaporated to dryness under reduced pressure to give the desired product 2.20 g (64%) of as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06846810B2 |
| Source dataset | uspto-grants-2005_01 |
| ORD ID | ord-f5e80d77246946559beea817c48bf034 |
| Source note | uspto-grants-2005_01 |