HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → alpha-(R)-(3-(S)-((4-(5-Fluoro-benzoimidazol-1-yl)-piperidin-1-ylmethyl))-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-(5-Fluoro-benzoimidazol-1-yl)-piperidin-1-ylmethyl))-4-(S)-phenylpyrrolidin-1-yl)-cyclohexaneacetic acid, 4-methoxy-benzyl ester | HCID 86757026 | — |
| Product | alpha-(R)-(3-(S)-((4-(5-Fluoro-benzoimidazol-1-yl)-piperidin-1-ylmethyl))-4-(S)-phenylpyrrolidin-1-yl)-cyclohexaneacetic acid | HCID 20664142 | 90.1% |
Reaction Steps
The title compound was prepared from 41 mg of α-(R)-(3-(S)-((4-(5-fluoro-benzoimidazol-1-yl)-piperidin-1-ylmethyl))-4-(S)-phenyl-pyrrolidin-1-yl)-cyclohexaneacetic acid, 4-methoxy-benzyl ester (from Step D) and 4 mL of TFA, 0.3 mL of anisole, using a procedure analogous to that described in Example 95, Step E to provide 30 mg of the title compound as a solid. ESI-MS 519 (M+H); TPLC A: 1.65 min.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06248755B1 |
| Source dataset | uspto-grants-2001_06 |
| ORD ID | ord-91a87a1b53104dbab739208fe572b939 |
| Source note | uspto-grants-2001_06 |