HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Phenylcyclopentanecarboxylic acid → N-[(3aR,4S,6aS)-2-benzyloctahydrocyclopenta[c]pyrrol-4-yl]-N,3-dimethyl-2-phenylbutanamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Phenylcyclopentanecarboxylic acid | HCID 66167 | — |
| Reactant | (3aR,4S,6aS)-2-benzyl-N-methyloctahydrocyclopenta[c]pyrrol-4-amine | HCID 66591269 | — |
| Reactant | (3aS*,6aR*)-2-benzyloctahydrocyclopenta[c]pyrrol-4-amine | HCID 68411161 | — |
| Product | N-[(3aR,4S,6aS)-2-benzyloctahydrocyclopenta[c]pyrrol-4-yl]-N,3-dimethyl-2-phenylbutanamide | HCID 66590058 | — |
Reaction Steps
The title compound was prepared by substituting 3-methyl-2-phenylbutanoic acid for 1-phenylcyclopentanecarboxylic acid and (3aR,4S,6aS)-2-benzyl-N-methyloctahydrocyclopenta[c]pyrrol-4-amine from Step B for (3aS*,6aR*)-2-benzyloctahydrocyclopenta[c]pyrrol-4-amine in the procedure described in Example 2: 1H NMR (300 MHz, CDCl3) δ ppm 7.59-7.41 (m, 5H), 7.39-7.16 (m, 5H), 3.64 (d, J=13.2, 1H), 3.50 (d, J=9.5, 1H), 2.69-2.52 (m, 2H), 2.50-2.33 (m, 3H), 2.25-2.15 (m, 1H), 2.05 (dd, J=6.3, 9.2, 1H), 1.88-1.67 (m, 2H), 1.34 (dd, J=13.4, 19.6, 3H), 1.08 (d, J=6.4, 3H), 1.03-0.95 (m, 1H), 0.79-0.66 (m, 6H); MS (ESI+) m/z 391 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08691865B2 |
| Source dataset | uspto-grants-2014_04 |
| ORD ID | ord-9dd0aab19de649a5851062993a9d59c8 |
| Source note | uspto-grants-2014_04 |