HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → Benzyl 2-(N-((3-(methoxycarbonyl)propen-1-yl) carbonyl)-N-(2-bromophenylmethyl)amino)acetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide | HCID 15908 | — |
| Reactant | HOAt | HCID 181649 | — |
| Reactant | Benzyl 2-(N-(2-bromophenylmethyl)amino)acetate | HCID 18671460 | — |
| Reactant | trans-Glutaconic acid methyl ester | HCID 101278073 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Benzyl 2-(N-((3-(methoxycarbonyl)propen-1-yl) carbonyl)-N-(2-bromophenylmethyl)amino)acetate | HCID 69158744 | — |
Reaction Steps
Benzyl 2-(N-(2-bromophenylmethyl)amino)acetate was dissolved in dichloromethane (0.2 M), followed by addition of trans-glutaconic acid methyl ester (1.2 eq), triethylamine (2 eq), EDAC (1.2 eq), and HOAT (0.1 eq). After stirring for 2 hrs, the solution was washed with 10% HCl, 10% sodium carbonate, water and brine, dried over magnesium sulfate, filtered and concentrated in vacuo. Flash chromatography (50% EtOAc/Hex) afforded a viscous oil. EI-MS m/z 460, 462 (M+H)+
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06514964B1 |
| Source dataset | uspto-grants-2003_02 |
| ORD ID | ord-5b110cd7f4a94972be42b8bdedc90ccf |
| Source note | uspto-grants-2003_02 |