Reaktion #722820

Reaktionsgleichung

1-hydroxybenzotriazole monohydrate

1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride

(S)-(−)-1-phenylpropylamine

3(S)-(tert-butoxyformamido)-2(S)-hydroxyheptanoic acid

→

3(S)-(tert-butoxyformamido)-2(S)-hydroxy-N-(1(S)-phenylpropyl)heptanamide

Ausbeute 75.7%

Lösungsmittel

dichloromethane

dichloromethane

Reaktionsbedingungen

Aufarbeitung

1. 1
   Waschenwashed in sequence with 5% citric acid solution, saturated sodium bicarbonate solution and saturated brine
2. 2
   TrocknenThe organic phase was dried over anhydrous magnesium sulphate
3. 3
   Sonstigethe solvent was evaporated

Vorschrift

229 mg of 1-hydroxybenzotriazole monohydrate, 287 mg of 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride and 148 mg of (S)-(−)-1-phenylpropylamine were added in sequence to a solution of 260 mg of 3(S)-(tert-butoxyformamido)-2(S)-hydroxyheptanoic acid in 10 ml of dichloromethane. The mixture was stirred at room temperature for 3 hours, then diluted with dichloromethane and washed in sequence with 5% citric acid solution, saturated sodium bicarbonate solution and saturated brine. The organic phase was dried over anhydrous magnesium sulphate and the solvent was evaporated to give 285 mg of 3(S)-(tert-butoxyformamido)-2(S)-hydroxy-N-(1(S)-phenylpropyl)heptanamide, MS: m/e 379.1 [M+H]+.

Quelle