HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,2-Dichloroethane → 2,5-Dioxopyrrolidin-1-yl 2-(tert-butoxycarbonyl(methyl)amino)-2-methylpropanoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,2-Dichloroethane | HCID 11 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2-{[(Tert-butoxy)carbonyl](methyl)amino}-2-methylpropanoic acid | HCID 2734752 | — |
| Reactant | N-hydroxysuccinamide | HCID 18381240 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 2,5-Dioxopyrrolidin-1-yl 2-(tert-butoxycarbonyl(methyl)amino)-2-methylpropanoate | HCID 86674098 | 80.9% |
Reaction Steps
To a solution of 2-(tert-butoxycarbonyl(methyl)amino)-2-methylpropanoic acid (5 g), N-hydroxysuccinamide (2.65 g) in DCM (100 mL) was added triethylamine (6.42 mL) and EDC (4.41 g). The reaction mixture was stirred at room temperature overnight. The reaction mixture was washed with sodium bicarbonate (100 mL), dried with magnesium sulfate, filtered and then concentrated to afford 2,5-dioxopyrrolidin-1-yl 2-(tert-butoxycarbonyl(methyl)amino)-2-methylpropanoate as a colourless oil (5.1 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08546416B2 |
| Source dataset | uspto-grants-2013_10 |
| ORD ID | ord-de4727ac4ef74027aaaa6d9f3de515d5 |
| Source note | uspto-grants-2013_10 |