반응 #317014

반응 방정식

1-(3-Dimethylaminopropyl)-3-ethylcarbodiimide

furan-2-carboxylic acid

(S)-2-Amino-3-cyclohexyl-N-((3S,4S,7R)-3-hydroxy-7-methyl-1-propyl-azepan-4-yl)-propionamide

4-methylmorpholine

hydroxybenztriazole

→

title compound

수율 76.9%

Furan-2-carboxylic acid [(S)-2-cyclohexyl-1-((3S,4S,7R)-3-hydroxy-7-methyl-1-propyl-azepan-4-ylcarbamoyl)-ethyl]-amide

수율 76.9%

용매

EtOAc

DMF

반응 조건

후처리

1. 1
   온도The reaction mixture was then warmed to RT
2. 2
   workup.STIRRINGwas stirred overnight
3. 3
   세척washed with H2O, brine
4. 4
   건조dried with magnesium sulfate
5. 5
   여과filtered
6. 6
   농축concentrated in vacuo by rotary evaporation
7. 7
   기타chromatographed (silica gel, 2.5% MeOH/CH2Cl2)

실험 절차

1-(3-Dimethylaminopropyl)-3-ethylcarbodiimide (0.10 g, 0.53 mmol) was added to a solution of furan-2-carboxylic acid (0.059 g, 0.53 mmol), (S)-2-Amino-3-cyclohexyl-N-((3S,4S,7R)-3-hydroxy-7-methyl-1-propyl-azepan-4-yl)-propionamide (0.15 g, 0.36 mmol), 4-methylmorpholine (0.14 g, 0.16 ml, 1.44 mmol), hydroxybenztriazole (0.071 g, 0.53 mmol) in DMF (2.0 ml) and was stirred at RT overnight. The reaction mixture was then warmed to RT and was stirred overnight. The reaction mixture was diluted with EtOAc (30 ml), washed with H2O, brine, dried with magnesium sulfate, filtered, concentrated in vacuo by rotary evaporation, and chromatographed (silica gel, 2.5% MeOH/CH2Cl2) to yield the title compound (0.12 g, 76%): Electrospray mass spec: M+H+=434.2.

출처