HuagongsheHuagongshe Chemistry Print Report · For research reference only
HCID 90308599, compound → HCID 90308595, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | HCID 90308599 | HCID 90308599 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 90308595 | HCID 90308595 | 92.2% |
Reaction Steps
A solution of tert-butyl-N-((4aR,11bR)-10-nitro-3,3,11b-trimethyl-4,4-dioxido-3,4a,5,6,7,11b-hexahydrobenzo[3,4]cyclohepta[1,2-b][1,4]thiazin-2-yl)-N-tert-butoxycarbonyl-carbamate (390 mg, 0.707 mmol) in THF (5 ml) was hydrogenated using a balloon in the presence of palladium (10% wt.) on activated carbon (150 mg, 0.141 mmol) for 1.5 h. The mixture was filtered through pad of celite, filter cake was washed with THF, filtrate was concentrated to afford tert-butyl-N-((4aR,11bR)-10-amino-3,3,11b-trimethyl-4,4-dioxido-3,4a,5,6,7,11b-hexahydrobenzo[3,4]cyclohepta[1,2-b][1,4]thiazin-2-yl)-N-tert-butoxycarbonyl-carbamate (340 mg, 0.652 mmol, 92% yield) which was used in the next step without purification. LC/MS (ESI+) m/z=522 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09309263B2 |
| Source dataset | uspto-grants-2016_04 |
| ORD ID | ord-1b5b5ca7457c492d872da39bfd2979cc |
| Source note | uspto-grants-2016_04 |