HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 2-(3-(S)-((4-Hydroxy-4-(3-phenylpropyl)piperidin-1-yl)methyl)-4-(S)-phenylpyrrolidin-1-yl)acetic acid, benzyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 4-(3-Phenylpropyl)piperidin-4-ol | HCID 416903 | — |
| Reactant | 2-(3-(R)-Formyl-4-(S)-phenylpyrrolidin-1-yl)acetic acid, benzyl ester | HCID 131722794 | — |
| Product | 2-(3-(S)-((4-Hydroxy-4-(3-phenylpropyl)piperidin-1-yl)methyl)-4-(S)-phenylpyrrolidin-1-yl)acetic acid, benzyl ester | HCID 131722793 | 70% |
Reaction Steps
The title compound was prepared from 30 mg (0.094 mmol) of 2-(3-(R)-formyl-4-(S)-phenylpyrrolidin-1-yl)acetic acid, benzyl ester (from EXAMPLE 8, Step C) and 28 mg (0.10 mmol) of 4-hydroxy-4-(3-phenylpropyl)-piperidine.HCl using a procedure analogous to that described in EXAMPLE 1, Step J to provide 34.5 mg (70%) of the title compound: RF: 0.26 (19:1 v/v CH2Cl2/MeOH); 1H NMR (300 MHz) δ 1.24-1.69 (m, 8H), 2.16-3.14 (m, 14H), 3.43 (ABq, J=16.8, 2H), 5.16 (ABq, J=12.2, 2H), 7.15-7.37 (m, 15H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06265434B1 |
| Source dataset | uspto-grants-2001_07 |
| ORD ID | ord-efad4ee9860b496085cdcd1d7f304f89 |
| Source note | uspto-grants-2001_07 |