HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
4-Methylmorpholine → HCID 20825553, Verbindung
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 4-Methylmorpholine | HCID 7972 | — |
| Edukt | Isobutyl chloroformate | HCID 62365 | — |
| Edukt | 1-Aminocyclopentanecarbonitrile | HCID 2106897 | — |
| Edukt | 2-(((Tert-butoxy)carbonyl)amino)-4,4-dimethylpentanoic acid | HCID 4712496 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | HCID 20825553 | HCID 20825553 | 89,8% |
Reaktionsschritte
To a stirred solution of 2-tert-butoxycarbonylamino-4,4-dimethyl-pentanoic acid (5 g, 20.3 mmol) and N-methyl morpholine (4.46 mL, 40.6 mmol) in THF (40 mL) at 0° C. was added isobutyl chloroformate (2.64 mL, 20.3 mmol) and, after 10 min, the solution of 1-amino-cyclopentanecarbonitrile (3.35 g, 30.5 mmol) in THF (40 mL). The mixture was allowed to warm to room temperature and stirred overnight. It was diluted with water, extracted with dichloromethane, washed with brine, dried (sodium sulfate) and concentrated to give the crude product. Chromatography on silica gel (dichloromethane:MeOH=30:1) gave [1-(1-cyano-cyclopentylcarbamoyl)-3,3-dimethyl-butyl]-carbamic acid tert-butyl ester (6.15 g, 89.6%).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US06936606B2 |
| Quelldatensatz | uspto-grants-2005_08 |
| ORD ID | ord-aaf86a5ed12f444da78f034b66e08dbf |
| Quellennotiz | uspto-grants-2005_08 |