HuagongsheHuagongshe Chemistry Print Report · For research reference only
Bicyclo[2.2.1]heptane-1-methanesulfonic acid, 7,7-dimethyl-2-oxo-, (1S)- → Methyl (2S)-2-[(4-bromophenyl)(4-fluorophenyl)methoxy]-4-methylpentanoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Bicyclo[2.2.1]heptane-1-methanesulfonic acid, 7,7-dimethyl-2-oxo-, (1S)- | HCID 18462 | — |
| Reactant | Methyl (2S)-2-hydroxy-4-methylpentanoate | HCID 9989388 | — |
| Reactant | (4-Bromophenyl)(4-fluorophenyl)methyl 2,2,2-trichloroethanimidoate | HCID 69472473 | — |
| Catalyst | Sodium Bicarbonate | HCID 516892 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Methyl (2S)-2-[(4-bromophenyl)(4-fluorophenyl)methoxy]-4-methylpentanoate | HCID 86605383 | — |
Reaction Steps
To a solution of the (4-bromophenyl)(4-fluorophenyl)methyl 2,2,2-trichloroethanimidoate of step 2 (1.18 mmol, 500 mg) in CH2Cl2 (5 mL) was added L-leucic acid methyl ester 2 (1.18 mmol, 146 mg) and then camphor sulfonic acid (0.12 mmol, 27 mg). The mixture was stirred at r.t. for 18 h. A few drops of saturated NaHCO3 was added, The mixture was diluted with ether and filtered. The filtrate was concentrated under reduced pressure and the crude product was chromatographed to give the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07279478B2 |
| Source dataset | uspto-grants-2007_10 |
| ORD ID | ord-7e0ae0b52a3745daa262016d1d34d347 |
| Source note | uspto-grants-2007_10 |