HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrogen Peroxide → n-{2-[4-(1-Methyl-2-{[(methylethyl)sulfonyl]amino}ethyl)phenyl]ethyl}(phenylmethoxy)carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrogen Peroxide | HCID 784 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | benzyl N-ethenylcarbamate | HCID 10931982 | — |
| Reactant | 2-(4-Iodophenyl) propyl isopropylsulfonamide | HCID 22259898 | — |
| Catalyst | Palladium Chloride | HCID 24290 | — |
| Catalyst | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| Product | n-{2-[4-(1-Methyl-2-{[(methylethyl)sulfonyl]amino}ethyl)phenyl]ethyl}(phenylmethoxy)carboxamide | HCID 22743233 | 35% |
Reaction Steps
Scheme Va, step A: 2-(4-iodophenyl) propyl isopropylsulfonamide (1.5 g, 4.1 mmol), (phenylmethoxy)-N-vinylcarboxamide (0.87 g, 4.9 mmol, prepared in example 6), 9-BBN dimer (1.3 g, 5.3 mmol), [1,1′bis(diphenylphosphino)-ferrocene] dichloropalladium (II), PdCl2(dppf) (0.17 g, 0.2 mmol), 3N sodium hydroxide (3 mL), and pH=7 buffer: hydrogen peroxide (2:1, 15 mL) were combined in a manner analogous to the procedure described in example 6 to provide the intermediate title compound, N{2-[4-(1-methyl-2-{[(methylethyl)sulfonyl]amino}ethyl)phenyl]ethyl}(phenylmethoxy)carboxamide, (0.6 g, 35%). Electron spray M.S. 417 (M*−H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06703425B2 |
| Source dataset | uspto-grants-2004_03 |
| ORD ID | ord-efd2e210a7394f589075055fb89c69b0 |
| Source note | uspto-grants-2004_03 |