HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,2-Dichloroethane → N-(2-ACETYLTHIOMETHYL-3-PHENYLPROPANOYL)-beta-(2-NAPHTHYL)-beta-ALANINE METHYL ESTER
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,2-Dichloroethane | HCID 11 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | 2-[(Acetylthio)methyl]-3-phenylpropionic Acid | HCID 9991796 | — |
| Reactant | Methyl 3-amino-3-(naphthalen-2-yl)propanoate hydrochloride | HCID 69893349 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | N-(2-ACETYLTHIOMETHYL-3-PHENYLPROPANOYL)-beta-(2-NAPHTHYL)-beta-ALANINE METHYL ESTER | HCID 86746977 | — |
Reaction Steps
Mix equimolar parts of β-(2-naphthyl)-β-alanine methyl ester, hydrochloride and 2-acetylthiomethyl-3-phenylpropanoic acid with 1.2 equivalents each of EDC, triethylamine and HOBT in DMF and stir overnight. Evaporate the solvent, partition between EtOAc and water, and concentrate the organic layer. Separate on silica using ether/hexane and crystallize from acetone/hexane to obtain the title compound, m.p. 133°-135° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05219886 |
| Source dataset | uspto-grants-1993_06 |
| ORD ID | ord-9594af5482e243e583c9b61ecf3b47ec |
| Source note | uspto-grants-1993_06 |