反応 #317014

反応方程式

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

収率 76.9%

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

収率 76.9%

溶媒

EtOAc

DMF

反応条件

後処理

1. 1
   温度The reaction mixture was then warmed to RT
2. 2
   workup.STIRRINGwas stirred overnight
3. 3
   洗浄washed with H2O, brine
4. 4
   乾燥dried with magnesium sulfate
5. 5
   ろ過filtered
6. 6
   濃縮concentrated in vacuo by rotary evaporation
7. 7
   その他chromatographed (silica gel, 2.5% MeOH/CH2Cl2)

実験手順

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.

出典