HuagongsheHuagongshe Chemistry Print Report · For research reference only
tert-butyl (2S)-2-methyl-8-[(1Z)-prop-1-en-1-yl]-2,3-dihydrothieno[2,3-f][1,4]oxazepine-4(5H)-carboxylate → tert-butyl (2S)-2-methyl-8-propyl-2,3-dihydrothieno[2,3-f][1,4]oxazepine-4(5H)-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | tert-butyl (2S)-2-methyl-8-[(1Z)-prop-1-en-1-yl]-2,3-dihydrothieno[2,3-f][1,4]oxazepine-4(5H)-carboxylate | HCID 86668490 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | MeOH tetrahydrofuran | HCID 21899815 | — |
| Product | tert-butyl (2S)-2-methyl-8-propyl-2,3-dihydrothieno[2,3-f][1,4]oxazepine-4(5H)-carboxylate | HCID 86668491 | 93.2% |
Reaction Steps
To a solution of tert-butyl (2S)-2-methyl-8-[(1Z)-prop-1-en-1-yl]-2,3-dihydrothieno[2,3-f][1,4]oxazepine-4(5H)-carboxylate (390 mg) in THF-MeOH (2:1, 15 ml) was added 10% palladium on carbon (50 mg), and the mixture was stirred for 1 hr under a hydrogen atmosphere. The reaction solution was filtered, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (solvent gradient; 0→15% ethyl acetate/hexane) to give the title compound (366 mg, 93%) as a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08916549B2 |
| Source dataset | uspto-grants-2014_12 |
| ORD ID | ord-b624ec2e9d894094aa199ba4e7cdbc5f |
| Source note | uspto-grants-2014_12 |