HuagongsheHuagongshe Chemistry Print Report · For research reference only
2,3-Dimethylbenzoic acid → 2(S)-Benzyl-1-tert-butoxycarbonyl-4-(1-naphthoyl)piperazine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2,3-Dimethylbenzoic acid | HCID 11782 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Reactant | 1,1-Dimethylethyl (2S)-2-(phenylmethyl)-1-piperazinecarboxylate | HCID 17750441 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | 2(S)-Benzyl-1-tert-butoxycarbonyl-4-(1-naphthoyl)piperazine | HCID 22941039 | — |
Reaction Steps
The title compound was prepared according to the procedure described for Example 1, Step A except using 2(S)-benzyl-1-tert-butoxycarbonylpiperazine (0.292 g, 1.06 mmol), 2,3-dimethylbenzoic acid (0.159 g, 1.06 mmol), HOBT (0.157 g, 1.02 mmol), EDC.HCl (0.213 g, 1.11 mmol) and triethylamine to adjust the pH to 7. The title compound was obtained as a thick oil. 1HNMR (DMSO-d6, 300 MHz) δ 7.15 (2H, m), 6.06 (1H,m), 4.42 (1H,m), 3.6-4.2 (2H, m), 2.7-3.24 (4H, m), 2.24 (3H, s), 2.03-2.20 (3H, 4s), 1.10-1.6 (15H, m), 0.72-1.00 (3H, m).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05856326 |
| Source dataset | uspto-grants-1999_01 |
| ORD ID | ord-1946a6843071473195bbfb72a95fce80 |
| Source note | uspto-grants-1999_01 |