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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 586131Erstellt: 24. Oktober 2026

4-Methylmorpholine → HCID 20825553, Verbindung

https://huagongshe.com/de/reaction/586131

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt4-MethylmorpholineHCID 7972—
EduktIsobutyl chloroformateHCID 62365—
Edukt1-AminocyclopentanecarbonitrileHCID 2106897—
Edukt2-(((Tert-butoxy)carbonyl)amino)-4,4-dimethylpentanoic acidHCID 4712496—
LösungsmittelWaterHCID 962—
LösungsmittelTetrahydrofuranHCID 8028—
ProduktHCID 20825553HCID 2082555389,8%

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

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06936606B2
Quelldatensatzuspto-grants-2005_08
ORD IDord-aaf86a5ed12f444da78f034b66e08dbf
Quellennotizuspto-grants-2005_08