Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Reactant | HCID 58376598 | HCID 58376598 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 86656368 | HCID 86656368 | — |
Reaction Steps
To a solution of tert-butyl (3R)-3-[{[4-(2-{benzyl[(benzyloxy)carbonyl]amino}ethyl)-2-(hydroxymethyl)-2-methyl-3-oxo-7-(trifluoromethyl)-3,4-dihydro-2H-1,4-benzoxazin-6-yl]carbonyl}-(isopropyl)amino]piperidine-1-carboxylate (700 mg) and triethylamine (0.25 ml) in tetrahydrofuran (8 ml) was added dropwise methanesulfonyl chloride (0.11 ml), and the mixture was stirred at room temperature for 2 hours. Water was added to the reaction solution, and the mixture was extracted with ethyl acetate. The extract was washed with a saturated aqueous sodium chloride solution, dried over sodium sulfate, filtered, and concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (hexane/ethyl acetate) to give the title compound (793 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08389511B2 |
|---|
| Source dataset | uspto-grants-2013_03 |
|---|
| ORD ID | ord-53235740d73744d5bab39c90e7743751 |
|---|
| Source note | uspto-grants-2013_03 |
|---|