反応 #2605

反応方程式

sodium bicarbonate

Boc-L-alanine

4-Aminomethyl-N-{2-[4-(4-fluorobenzoyl)piperidino]ethyl}-N-(2-methoxyethyl)benzamide

EDC hydrochloride

→

title compound

収率 72.6%

4-[(S)-2-(tert-Butoxycarbonylamino)propionyl]aminomethyl-N-{2-[4-(4-fluorobenzoyl)piperidino]ethyl}-N-(2-methoxyethyl)benzamide

収率 72.6%

溶媒

water

methylene chloride

反応条件

後処理

1. 1
   温度while cooling in an ice bath
2. 2
   抽出extracted with methylene chloride
3. 3
   乾燥Thereafter, the resulting organic layer was dried on anhydrous sodium carbonate
4. 4
   その他the solvent was removed by evaporation
5. 5
   その他the resulting residue was purified by a silica gel column chromatography (ethyl acetate)

実験手順

4-Aminomethyl-N-{2-[4-(4-fluorobenzoyl)piperidino]ethyl}-N-(2-methoxyethyl)benzamide (120 mg, 0.245 mmol) was dissolved in methylene chloride (5 ml) to which were subsequently added Boc-L-alanine (46.4 mg, 0.245 mmol) and EDC hydrochloride (52 mg, 0.270 mmol) while cooling in an ice bath. After 4 hours of stirring at the same temperature, the reaction solution was mixed with water (10 ml), adjusted to pH 8 with saturated sodium bicarbonate aqueous solution and then extracted with methylene chloride. Thereafter, the resulting organic layer was dried on anhydrous sodium carbonate, the solvent was removed by evaporation, and the resulting residue was purified by a silica gel column chromatography (ethyl acetate) to obtain 109 mg (68.9%) of the title compound in a colorless amorphous form.

出典