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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 899060Erstellt: 26. Oktober 2026

Triethylamine → Tert-butyl trans-4-(N-methoxy-N-methylcarbamoyl)cyclohexylcarbamate

https://huagongshe.com/reaction/899060

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTriethylamineHCID 8471—
EduktDicyclohexylcarbodiimideHCID 10868—
EduktN,O-DimethylhydroxylamineHCID 14232—
Edukt4-(((Tert-butoxy)carbonyl)amino)cyclohexane-1-carboxylic acidHCID 2755996—
LösungsmittelWaterHCID 962—
LösungsmittelDimethylformamideHCID 6228—
ProduktTert-butyl trans-4-(N-methoxy-N-methylcarbamoyl)cyclohexylcarbamateHCID 2472092861%

Reaktionsschritte

A solution of 4-[N-(tert-butoxycarbonyl)amino]-cyclohexane carboxylic acid (11.95 g, 49.0 mmol), O,N-dimethylhydroxylamine (4.88 g, 50.0 mmol), DCC (9.60 g, 50 mmol) and triethylamine (5.06 g, 50.0 mmol) in DMF (150 mL) was stirred at room temperature overnight. Water (500 mL) was added and the mixture was extracted with CHCl3. The organic phase was washed with water, dried and concentrated under reduced pressure. Purification by flash chromatography (hexane/EtOAc 1:1) gave [4-(methoxy-methyl-carbamoyl)-cyclohexyl]-carbamic acid tert-butyl ester (8.50 g, 61%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07354895B1
Quelldatensatzuspto-grants-2008_04
ORD IDord-04a1777065d14d92a4cdde19c8fed3d1
Quellennotizuspto-grants-2008_04