HuagongsheHuagongshe Chemistry Print Report · For research reference only
HCID 67164829, compound → HCID 67164798, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | HCID 67164829 | HCID 67164829 | — |
| Catalyst | Hydrofluoric Acid | HCID 14917 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Solvent | Pyridine tetrahydrofuran | HCID 16069498 | — |
| Product | HCID 67164798 | HCID 67164798 | 91.3% |
Reaction Steps
To a solution of (2R,3S,5R)-2-({[tert-butyl(dimethyl)silyl]oxy}methyl)-5-{6-[(1S)-2,3-dihydro-1H-inden-1-ylamino]-9H-purin-9-yl}tetrahydrofuran-3-yl acetate (440 mg, 0.84 mmol) in pyridine/tetrahydrofuran (1:1, 3.4 mL) was added approximately 20 drops of hydrofluoric acid in pyridine (2.0 M). After stirring for 17 h, the reaction was quenched with saturated aqueous NaHCO3 and extracted with dichloromethane. The combined organic layers were washed with brine, dried over Na2SO4, filtered, and concentrated in vacuo. Purification via flash chromatography (40 to 100% EtOAc/hexanes) afforded 314 mg (91%) of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07951810B2 |
| Source dataset | uspto-grants-2011_05 |
| ORD ID | ord-117ff84760e940dab01f45b514d5c692 |
| Source note | uspto-grants-2011_05 |