HuagongsheHuagongshe Chemistry Print Report · For research reference only
m-Chloroperbenzoic acid → tert-Butyl 4-({2-(3-{[tert-butyl(dimethyl)silyl]oxy}-2,2-dimethylpropyl)-6-[5-(cyclopropylcarbamoyl)-3-fluoro-2-methylphenyl]-1-oxo-1,2-dihydroisoquinolin-4-yl}sulfinyl)piperidine-1-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | m-Chloroperbenzoic acid | HCID 70297 | — |
| Reactant | Tert-butyl 4-({2-(3-{[tert-butyl(dimethyl)silyl]oxy}-2,2-dimethylpropyl)-6-[5-(cyclopropylcarbamoyl)-3-fluoro-2-methylphenyl]-1-oxo-1,2-dihydroisoquinolin-4-yl}sulfanyl)piperidine-1-carboxylate | HCID 67391538 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | tert-Butyl 4-({2-(3-{[tert-butyl(dimethyl)silyl]oxy}-2,2-dimethylpropyl)-6-[5-(cyclopropylcarbamoyl)-3-fluoro-2-methylphenyl]-1-oxo-1,2-dihydroisoquinolin-4-yl}sulfinyl)piperidine-1-carboxylate | HCID 86640973 | 58.8% |
Reaction Steps
mCPBA (0.025 g of 77% Max) was added to a solution of tert-butyl 4-({2-(3-{[tert-butyl(dimethyl)silyl]oxy}-2,2-dimethylpropyl)-6-[5-(cyclopropylcarbamoyl)-3-fluoro-2-methylphenyl]-1-oxo-1,2-dihydroisoquinolin-4-yl}sulfanyl)piperidine-1-carboxylate (Example 58d, 0.1 g) in DCM (2 mL). The reaction was stirred at room temperature for 1 h. The reaction was washed with saturated NaHCO3 solution (3×5 mL), then brine (3×5 mL). The organic layer was concentrated under reduced pressure to give the subtitle compound (0.060 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08012980B2 |
| Source dataset | uspto-grants-2011_09 |
| ORD ID | ord-b46bbc6ba61e4a3a8f1ec7b6b834c742 |
| Source note | uspto-grants-2011_09 |