HuagongsheHuagongshe Chemistry Print Report · For research reference only
(S)-methyl 3-((2-(benzyloxycarbonylamino)-2,3-dihydro-1H-inden-5-yl)methyl)-5-(trifluoromethyl)benzoate → (S)-methyl 3-((2-amino-2,3-dihydro-1H-inden-5-yl)methyl)-5-(trifluoromethyl)benzoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (S)-methyl 3-((2-(benzyloxycarbonylamino)-2,3-dihydro-1H-inden-5-yl)methyl)-5-(trifluoromethyl)benzoate | HCID 70223635 | — |
| Reactant | HCID 178418361 | HCID 178418361 | — |
| Catalyst | Palladium hydroxide | HCID 9942167 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | (S)-methyl 3-((2-amino-2,3-dihydro-1H-inden-5-yl)methyl)-5-(trifluoromethyl)benzoate | HCID 70223149 | — |
Reaction Steps
A suspension of (S)-methyl 3-((2-(benzyloxycarbonylamino)-2,3-dihydro-1H-inden-5-yl)methyl)-5-(trifluoromethyl)benzoate (0.254 mmol, 123 g) and palladium hydroxide (0.064 mmol, 45 mg) in ethanol (9 mL) was treated under hydrogenation conditions (2 bar hydrogen) for 30 minutes. The reaction mixture was filtered through celite and the pad washed with EtOH & EtOAc before the filtrate was concentrated under reduced pressure to give a light brown film (82 mg, 92%). MS (ESI): m/z [M+H]+ 350.0
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08633237B2 |
| Source dataset | uspto-grants-2014_01 |
| ORD ID | ord-f30052442c1a4a6bb2d7cf10d704f6b6 |
| Source note | uspto-grants-2014_01 |