HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrofluoric Acid → HCID 58296224, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrofluoric Acid | HCID 14917 | — |
| Reactant | HCID 86607331 | HCID 86607331 | — |
| Catalyst | Pyridine | HCID 1049 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Solvent | Pyridine tetrahydrofuran | HCID 16069498 | — |
| Product | HCID 58296224 | HCID 58296224 | 25% |
Reaction Steps
To a solution of ((2R,3S,5R)-5-[4-(benzylamino)-1H-pyrrolo[3,2-c]pyridin-1-yl]-3-{[tert-butyl(dimethyl)silyl]oxy}tetrahydrofuran-2-yl)methyl sulfamate (0.0300 g, 0.0563 mmol) in THF/pyridine (1 mL, 1:1) was added hydrofluoric acid in pyridine (3 drops) and stirred overnight. The reaction was diluted with EtOAc (5 mL) and quenched with saturated aq NaHCO3 (10 mL). The aq layer was extracted with EtOAc (3×10 mL) and the combined organics were dried (Na2SO4), filtered, and concentrated. The crude material was purified by preparative plate chromatography (10% MeOH/EtOAc) to give the final compound (0.00590 g, 25%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07951810B2 |
| Source dataset | uspto-grants-2011_05 |
| ORD ID | ord-6b5330e0f13c40d799d38fca679e59c6 |
| Source note | uspto-grants-2011_05 |