HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Triethylamine → [1-[[(1H-Benzimidazol-2-ylmethyl)amino]carbonyl]-2-methylbutyl]carbamic acid 1,1-dimethylethyl ester
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Triethylamine | HCID 8471 | — |
| Edukt | Benzimidazol-2-ylmethylamine dihydrochloride hydrate | HCID 145819 | — |
| Edukt | Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphate | HCID 151348 | — |
| Edukt | tert-Butoxycarbonyl-L-isoleucine | HCID 2724762 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | [1-[[(1H-Benzimidazol-2-ylmethyl)amino]carbonyl]-2-methylbutyl]carbamic acid 1,1-dimethylethyl ester | HCID 67747066 | 88,4% |
Reaktionsschritte
To a room temperature solution of 0.505 g N-(tert-butoxycarbonyl)-L-isoleucine in 10 ml of methylene chloride is added, in the following order, 0.50 g of 2-(aminomethyl)benzimidazole dihydrochloride hydrate, 1.07 g of BOP and 0.850 g of triethylamine. The reaction is stirred at room temperature for 2 hours, diluted with methylene chloride, and washed with saturated sodium chloride. The organic layer is dried, filtered, and concentrated in vacuo. Purification by chromatography (silica gel; 70% ethyl acetate/hexane) gives 0.669 g of the desired product.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US05428167 |
| Quelldatensatz | uspto-grants-1995_06 |
| ORD ID | ord-b2ebf4b4fc064d1fb082620a179a8a10 |
| Quellennotiz | uspto-grants-1995_06 |