HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → 4-{(2S)-3-[1-(4-Butoxy-benzenesulfonyl)-azetidin-3-ylamino]-2-hydroxy-propoxy}-phenol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | [1-(4-Butoxy-benzenesulfonyl)-azetidin-3-yl]-[(2S)-2-hydroxy-3-(4-hydroxy-phenoxy)-propyl]-carbamic acid tert-butyl ester | HCID 12114477 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 4-{(2S)-3-[1-(4-Butoxy-benzenesulfonyl)-azetidin-3-ylamino]-2-hydroxy-propoxy}-phenol | HCID 9825007 | 111% |
Reaction Steps
To a solution of [1-(4-butoxy-benzenesulfonyl)-azetidin-3-yl]-[(2S)-2-hydroxy-3-(4-hydroxy-phenoxy)-propyl]-carbamic acid tert-butyl ester (0.11 g, 0.2 mmol) in dichloromethane (2 ml) was added trifluoroacetic acid (0.15 ml, 2 mmol). The mixture was stirred at room temperature for 2 h, and then quenched with saturated sodium carbonate solution and extracted with dichloromethane. The organic solution was washed with brine, dried over sodium sufate, and evaporated to give 0.10 g of a white solid; m.p. 55-58° C.; MS (ES) m/z 451 (MH+); HRMS (Cl) Calcd. for C22H31N2O6S (MH+): 451.1903, Found: 451.1882.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06498170B2 |
| Source dataset | uspto-grants-2002_12 |
| ORD ID | ord-9c4d763ae32d47018cac2cb7228ed125 |
| Source note | uspto-grants-2002_12 |