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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 29758Erstellt: 23. Oktober 2026

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

https://huagongshe.com/de/reaction/29758

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
PatentnummerUS07423012B2
Quelldatensatzuspto-grants-2008_09
ORD IDord-c7af7f81ca4e42c0a273fa448c39b0b8
Quellennotizuspto-grants-2008_09