HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
1,2-Dichloroethane → N2-Benzyloxycarbonyl-N1-(2,2-dimethoxyethyl)-N1-(4-fluorobenzyl)-glycinamide
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 1,2-Dichloroethane | HCID 11 | — |
| Edukt | Benzyloxycarbonylglycine | HCID 14349 | — |
| Edukt | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Edukt | N-(2,2-dimethoxyethyl)-N-(4-fluorobenzyl)amine | HCID 11615438 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Lösungsmittel | Diisopropylethylamine | HCID 81531 | — |
| Produkt | N2-Benzyloxycarbonyl-N1-(2,2-dimethoxyethyl)-N1-(4-fluorobenzyl)-glycinamide | HCID 59813049 | — |
Reaktionsschritte
To a solution of N-(2,2-dimethoxyethyl)-N-(4-fluorobenzyl)amine (50.6 g, 237.3 mmol), N-CBZ-glycine (54.6 g, 260.8 mmol), EDC (50.0 g, 260.8 mmol), and HOBt (4.2 g, 27 mmol) in anhydrous DMF (500 mL), N,N-diisopropylethylamine (˜10 mL) was added until the solution is about pH 7. The reaction mixture was stirred at room temperature overnight and concentrated under vacuum. The residue was partitioned between dichloromethane (1 L) and water (250 mL). The organic extract was washed with brine, dried over anhydrous sodium sulfate, filtered, and concentrated under vacuum to provide the titled compound.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07538112B2 |
| Quelldatensatz | uspto-grants-2009_05 |
| ORD ID | ord-237e338656544ca3a1607388d9040e86 |
| Quellennotiz | uspto-grants-2009_05 |