HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 2-(R)-(3-(S)-((4-(3-Phenylpropyl)piperidin-1-yl)methyl)-4-(S)-(3-thienyl)pyrrolidin-1-yl)-3-(cyclobutyl)propanoic acid, (4-methoxy)benzyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 4-(3-Phenylpropyl)piperidine | HCID 87678 | — |
| Reactant | 2-(R)-(3-(R)-formyl-4-(S)-(3-thienyl)pyrrolidin-1-yl)-3-(cyclobutyl)propanoic acid, (4-methoxy)benzyl ester | HCID 57263281 | — |
| Product | 2-(R)-(3-(S)-((4-(3-Phenylpropyl)piperidin-1-yl)methyl)-4-(S)-(3-thienyl)pyrrolidin-1-yl)-3-(cyclobutyl)propanoic acid, (4-methoxy)benzyl ester | HCID 131722809 | 89.8% |
Reaction Steps
The title compound was prepared from 20 mg (0.046 mmol) of 2-(R)-(3-(R)-formyl-4-(S)-(3-thienyl)pyrrolidin-1-yl)-3-(cyclobutyl)propanoic acid, (4-methoxy)benzyl ester (from EXAMPLE 87, Step F) and 12.9 mg (0.046 mmol) of 4-(3-phenylpropyl)piperidine.HCl using a procedure analogous to that described in EXAMPLE 1, Step J to provide 25.4 mg (88%) of the title compound: RF: 0.47 (3:2 v/v hexanes/EtOAc); 1H NMR (300 Mhz) δ 1.10-3.22 (m, 3H), 3.80 (s, 3H), 5.07 (ABq, J=11.9,2H), 6.85-6.93 (m, 4H), 7.14-7.33 (m, 8H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06265434B1 |
| Source dataset | uspto-grants-2001_07 |
| ORD ID | ord-e0a7dc105e7c48439db50fdb510e609f |
| Source note | uspto-grants-2001_07 |