HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-(R)-(2-(S)-Dibenzylamino-1-(S)-hydroxy-3-phenylpropyl)-5,5-dimethylpyrrolidine-1-carboxylic acid tert-butyl ester → 2-(R)-(2-(S)-Amino-1-(S)-hydroxy-3-phenylpropyl)-5,5-dimethylpyrrolidine-1-carboxylic acid tert-butyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-(R)-(2-(S)-Dibenzylamino-1-(S)-hydroxy-3-phenylpropyl)-5,5-dimethylpyrrolidine-1-carboxylic acid tert-butyl ester | HCID 68815243 | — |
| Reactant | HCID 178418361 | HCID 178418361 | — |
| Catalyst | Palladium hydroxide | HCID 9942167 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 2-(R)-(2-(S)-Amino-1-(S)-hydroxy-3-phenylpropyl)-5,5-dimethylpyrrolidine-1-carboxylic acid tert-butyl ester | HCID 66697745 | 87% |
Reaction Steps
Dissolve 2-(R)-(2-(S)-dibenzylamino-1-(S)-hydroxy-3-phenylpropyl)-5,5-dimethylpyrrolidine-1-carboxylic acid tert-butyl ester (182 mg, 0.34 mmol) in methanol (4 mL) and add 10% palladium hydroxide on carbon (43 mg). Stir under 1 atmosphere of hydrogen gas overnight and filter through a filtering agent, wash with methanol and concentrate to give the title compound as a colorless oil (103 mg, 87% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07585885B2 |
| Source dataset | uspto-grants-2009_09 |
| ORD ID | ord-1cb6c1ecb61540bb864f11eb14f5ac06 |
| Source note | uspto-grants-2009_09 |