HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → alpha-(R)-(3-(S)-((4-(2-Methyl-benzoimidazol-1-yl)piperidin-1-yl)methyl)-4-(S)-phenylpyrrolidin-1-yl)-cyclohexaneacetic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | Anisole | HCID 7519 | — |
| Reactant | alpha-(r)-(3-(s)-((4-(2-Methyl-benzoimidazol-1-yl)piperidin-1-yl)methyl)-4-(s)-phenylpyrrolidin-1-yl)-cyclohexaneacetic acid, 4-methoxy-benzyl ester | HCID 57317010 | — |
| Product | alpha-(R)-(3-(S)-((4-(2-Methyl-benzoimidazol-1-yl)piperidin-1-yl)methyl)-4-(S)-phenylpyrrolidin-1-yl)-cyclohexaneacetic acid | HCID 20664117 | 103.9% |
Reaction Steps
The title compound was prepared from 57 mg of α-(R)-(3-(S)-((4-(2-methyl-benzoimidazol-1-yl)piperidin-1-yl)methyl)-4-(S)-phenyl-pyrrolidin-1-yl)-cyclohexaneacetic acid, 4-methoxy-benzyl ester (from Step C), 4 mL of TFA and 0.3 mL of anisole, using a procedure analogous to that described in Example 95, Step E to provide 48 mg of the title compound as a white solid. ESI-MS 515 (M+H); HPLC A: 1.81 min.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06248755B1 |
| Source dataset | uspto-grants-2001_06 |
| ORD ID | ord-1efcc57aa9bf43a7bb27222eff73b98e |
| Source note | uspto-grants-2001_06 |