HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → N-[4-Nitro-2-(2-methylphenyl)benzoyl]leucine Methyl Ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide | HCID 15908 | — |
| Reactant | (+)-L-Leucine methyl ester | HCID 65105 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | 2-(2-Methylphenyl)-4-nitrobenzoic acid | HCID 23436074 | — |
| Product | N-[4-Nitro-2-(2-methylphenyl)benzoyl]leucine Methyl Ester | HCID 69892638 | 99% |
Reaction Steps
4-nitro-2-(2-tolyl)benzoic acid (1.72 g, 6.7 mmol) was coupled with (L)-leucine methyl ester in the presence of EDCI and HOBT to give the desired compound (2.55 g, 99% yield). 1H NMR (CDCl3) δ 8.29 (d, J=8.7 Hz, 1H), 8.10-8.16 (m, 2H), 7.18-7.42 (m, 4H), 5.76 (d, J=7.6 Hz, 1H), 4.49 (br m, 1H), 3.66 (s, 3H), 2.19 (s, 1H), 2.08 (s, 2H), 1.30-1.39 (m, 1H), 1.02-1.09 (m, 2H), 0.75-0.80 (dd, J=6.7 and 7.1 Hz, 6H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06693123B2 |
| Source dataset | uspto-grants-2004_02 |
| ORD ID | ord-1604134beda64dd9af67565dd03f4a3d |
| Source note | uspto-grants-2004_02 |