HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium trimethylsilanolate → (2R,4R)-4-{[1-(4-Chloro-phenylcarbamoyl)-4-methoxy-pyrrolidine-2-carbonyl]-amino}-benzoic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium trimethylsilanolate | HCID 23668039 | — |
| Reactant | (2R,4R)-4-{[1-(4-Chloro-phenylcarbamoyl)-4-methoxy-pyrrolidine-2-carbonyl]-amino}-benzoic acid methyl ester | HCID 68807390 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | (2R,4R)-4-{[1-(4-Chloro-phenylcarbamoyl)-4-methoxy-pyrrolidine-2-carbonyl]-amino}-benzoic acid | HCID 68806708 | 100% |
Reaction Steps
Into a solution of 9 (3.0 g, 6.94 mmol) in THF (50 mL) was added potassium trimethylsilanolate (3.85 g, 27.3 mmol). The solution was stirred at RT for 48 h before concentrating under reduced pressure and adding EtOAc. The solution was washed sequentially with 1N HCl, and brine, before drying over MgSO4 and concentrating under reduced pressure to give 10 (2.9 g, 100%). MS: APCI (AP+): 418.1 (M)+, (AP−): 416.1 (M)−.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07030141B2 |
| Source dataset | uspto-grants-2006_04 |
| ORD ID | ord-6f443ce55ea44fe4a4519f014f163900 |
| Source note | uspto-grants-2006_04 |