HuagongsheHuagongshe Chemistry Print Report · For research reference only
alpha-(R)-(3-(S)-((4-Benzoimidazol-1-yl-piperidin-1-yl)methyl)-4-(S)-(3-fluorophenyl)pyrrolidin-1-yl)-3-cyclobutylpropionic acid, benzyl ester → alpha-(R)-(3-(S)-((4-Benzoimidazol-1-yl-piperidin-1-yl)methyl)-4-(S)-(3-fluorophenyl)pyrrolidin-1-yl)-3-cyclobutylpropionic Acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | alpha-(R)-(3-(S)-((4-Benzoimidazol-1-yl-piperidin-1-yl)methyl)-4-(S)-(3-fluorophenyl)pyrrolidin-1-yl)-3-cyclobutylpropionic acid, benzyl ester | HCID 86757025 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | Ammonium Hydroxide | HCID 14923 | 1% |
| Product | alpha-(R)-(3-(S)-((4-Benzoimidazol-1-yl-piperidin-1-yl)methyl)-4-(S)-(3-fluorophenyl)pyrrolidin-1-yl)-3-cyclobutylpropionic Acid | HCID 20664155 | 141.4% |
Reaction Steps
The title compound was prepared from 20 mg of α-(R)-(3-(S)-((4-benzoimidazol-1-yl-piperidin-1-yl)methyl)-4-(S)-(3-fluorophenyl) pyrrolidin-1-yl)-3-cyclobutylpropionic acid, benzyl ester (from, step A) and 10 mg of 10% palladium on carbon in 4 mL of MeOH using a procedure analogous to that described in Example 1, Step E, except that the title compound was purified by flash chromatography eluting with 10% CH3OH in CH2Cl2, then 15% CH3OH and 1% NH4OH in CH2Cl2 to give 12 mg of the title compound as solid. ESI-MS 505 (M+H); HPLC A: 1.68 min.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06248755B1 |
| Source dataset | uspto-grants-2001_06 |
| ORD ID | ord-3e61d19eaf94497eac51906a7378758e |
| Source note | uspto-grants-2001_06 |