HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cyclohexyl-{(S)-3-[4-hydroxy-4-(3-phenyl-propyl)-piperidin-1-ylmethyl]-4-phenyl-pyrrolidin-1-yl}-acetic acid benzyl ester → 2-cyclohexyl-2-{3-[4-hydroxy-4-(3-phenylpropyl)hexahydro-1-pyridinylmethyl]-4-phenyltetrahydro-1H-1-pyrrolyl}acetic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cyclohexyl-{(S)-3-[4-hydroxy-4-(3-phenyl-propyl)-piperidin-1-ylmethyl]-4-phenyl-pyrrolidin-1-yl}-acetic acid benzyl ester | HCID 501044 | — |
| Reactant | HCID 178418361 | HCID 178418361 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 2-cyclohexyl-2-{3-[4-hydroxy-4-(3-phenylpropyl)hexahydro-1-pyridinylmethyl]-4-phenyltetrahydro-1H-1-pyrrolyl}acetic acid | HCID 501046 | 99.4% |
Reaction Steps
A mixture of 20 mg (0.032 mmol) 2-(R)-(3-(S)-((4-hydroxy-4-(3-phenylpropyl)piperidin-1-yl)methyl)-4-(S)-phenylpyrrolidin-1-yl)-2-(cyclohexyl)acetic acid, benzyl ester (from EXAMPLE 1, Step J) and 3 mg of 10% palladium on carbon in 0.5 mL of MeOH was stirred under one atmosphere of hydrogen for 18 h. The reaction was filtered through a 0.45 nylon filter and concentrated to give 16.5 mg (97%) of the title compound: ESI-MS 519 (M+H); HPLC B: 5.07 min.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06265434B1 |
| Source dataset | uspto-grants-2001_07 |
| ORD ID | ord-c50ee9ed91484d38b41202efc7aa8674 |
| Source note | uspto-grants-2001_07 |