HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tert-butyl 4-hydroxypiperidine-1-carboxylate → 1,1-dimethylethyl (3R)-3-[(6-butyl-8-quinolinyl)oxy]-1-pyrrolidinecarboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tert-butyl 4-hydroxypiperidine-1-carboxylate | HCID 643502 | — |
| Reactant | tert-Butyl (3R)-3-hydroxypyrrolidine-1-carboxylate | HCID 6544479 | — |
| Reactant | 1,1-Dimethylethyl 4-[(6-butyl-8-quinolinyl)oxy]-1-piperidinecarboxylate | HCID 57926045 | — |
| Reactant | 6-Butyl-8-fluoroquinoline | HCID 57926049 | — |
| Product | 1,1-dimethylethyl (3R)-3-[(6-butyl-8-quinolinyl)oxy]-1-pyrrolidinecarboxylate | HCID 66921936 | — |
Reaction Steps
This was prepared in an analogous manner to Intermediate 3, using 6-butyl-8-fluoroquinoline (for example, as prepared for Intermediate 2) and N-tert-butoxycarbonyl-(R)-(−)-3-pyrrolidinol (commercially available, for example, from Aldrich) instead of 1,1-dimethylethyl 4-hydroxy-1-piperidinecarboxylate. The reaction time was 3 h instead of 1.5 h. LCMS RT=3.56 min, ES+ve m/z 371 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07884114B2 |
| Source dataset | uspto-grants-2011_02 |
| ORD ID | ord-89e642867d5b461e94dc57717c49772d |
| Source note | uspto-grants-2011_02 |