HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzenesulfonamide → n-(2-Hydroxy-indan-1-yl)-2-[4-(6-methoxy-3-phenyl-naphthalen-1-yloxy)-2-(1-phenylmethanesulfonylaminocarbonyl-2-vinyl-cyclopropyl)-pyrrolidin-1-yl]-3,3-dimethyl-butyramide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzenesulfonamide | HCID 7370 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | PyBOP | HCID 2724699 | — |
| Reactant | HCID 68493461 | HCID 68493461 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Product | n-(2-Hydroxy-indan-1-yl)-2-[4-(6-methoxy-3-phenyl-naphthalen-1-yloxy)-2-(1-phenylmethanesulfonylaminocarbonyl-2-vinyl-cyclopropyl)-pyrrolidin-1-yl]-3,3-dimethyl-butyramide | HCID 68493430 | — |
Reaction Steps
To solution of 14 (25 mg, 0.033 mmol) in chloroform (1 mL) was added benzenesulfonamide (10.5 mg, 0.066 mmol) followed by diisopropylethylamine (34 μL, 0.197 mmol). The solution was stirred at RT for 10 min and then at −20° C. for 30 min. PyBOP (76 mg, 0.13 mmol) was then added as a solid. The solution was kept at −20° C. for 48 hours. The solution was then poured into aqueous NaHCO3 (sat.) and washed with water. The organic layer was dried, concentrated and subjected to purification by HPLC, affording the title compound as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07608590B2 |
| Source dataset | uspto-grants-2009_10 |
| ORD ID | ord-ec00197691184e7fbdb8f315c7ccf945 |
| Source note | uspto-grants-2009_10 |