HuagongsheHuagongshe Chemistry Print Report · For research reference only
HCID 67490967, compound → HCID 67491021, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | HCID 67490967 | HCID 67490967 | — |
| Reactant | HCID 178418361 | HCID 178418361 | — |
| Catalyst | HCID 178502593 | HCID 178502593 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 67491021 | HCID 67491021 | — |
Reaction Steps
(1S,5R)-3-Benzyloxycarbonyl-1-(tert-butoxycarbonylamino)-6-fluoromethyl-3-azabicyclo[3.2.0]heptane (derived from isomer A) (625 mg, 1.65 mmol) was dissolved in tetrahydrofuran (12 mL). 20% palladium hydroxide-carbon (50% wet) (200 mg) was added, and the mixture was stirred in a hydrogen atmosphere for one hour. The catalyst was removed by filtration, and then the filtrate was concentrated under reduced pressure. A 1 M sodium hydroxide solution was added to the residue under ice-cooling, followed by extraction with chloroform. The organic layer was dried over anhydrous sodium sulfate and concentrated under reduced pressure to give 403 mg of the title compound as a colorless syrup.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08618094B2 |
| Source dataset | uspto-grants-2013_12 |
| ORD ID | ord-1be0f73f59cd40ae9379fa8d415f3e22 |
| Source note | uspto-grants-2013_12 |