HuagongsheHuagongshe Chemistry Print Report · For research reference only
Caprolactam → 3(S)-[2(S)-ACETYLTHIOMETHYL-3-(2-METHYLPHENYL)PROPIONYL]-AMINO-epsilon-CAPROLACTAM
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Caprolactam | HCID 7768 | — |
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Reactant | 2(S)-acetylthiomethyl-3-(2-methylphenyl)propionic acid | HCID 22841786 | — |
| Reactant | HCID 178418300 | HCID 178418300 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 3(S)-[2(S)-ACETYLTHIOMETHYL-3-(2-METHYLPHENYL)PROPIONYL]-AMINO-epsilon-CAPROLACTAM | HCID 86745309 | — |
Reaction Steps
Combine 3(S)-amino-:-caprolactam (0.28 g,2.2 mmol), 2(S)-acetylthiomethyl-3-(2-methylphenyl)propionic acid (0.50 g,2.0 mmol) and hydroxybenzotriazole (HOBT) (0.33 g,2.2 mmol) in DMF (10ml). Add 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (DEC) (0.42 g,2.2 mmol). Stir 18hr, partition between EtOAc and H2O, dry and concentrate. Chromatograph on silica, eluting with diethyl ether (Et2O) to obtain the title compound as a foam,[α]D26 =-31.3° (EtOH).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05075302 |
| Source dataset | uspto-grants-1991_12 |
| ORD ID | ord-326c31f3e2a0435e9f99b46aad6ecba6 |
| Source note | uspto-grants-1991_12 |