反応 #470381

反応方程式

L-lysine methyl ester dihydrochloride

triethylamine

benzyloxy acetyl chloride

→

2

収率 31.8%

2,6-Bis-(2-benzyloxy-acetylamino)-hexanoic acid methyl ester

収率 31.8%

溶媒

ethyl acetate

反応条件

後処理

1. 1
   ろ過The solids were filtered off
2. 2
   洗浄The organic phase was washed with 5% sodium bicarbonate (2×100 mL), water (2×100 mL)
3. 3
   乾燥dried over sodium sulphate
4. 4
   workup.DISTILLATIONdistilled
5. 5
   その他The crude 2 was purified by column chromatography on silica gel

実験手順

To a mixture of L-lysine methyl ester dihydrochloride (50 grams, 214.4 mmol), triethylamine (131 grams, 1.294 moles) in ethyl acetate (750 mL) at room temperature was added benzyloxy acetyl chloride (120 grams, 650.4 mmol) drop wise. The mixture was further stirred at room temperature for 2 hours. The solids were filtered off. The organic phase was washed with 5% sodium bicarbonate (2×100 mL), water (2×100 mL), dried over sodium sulphate and distilled. The crude 2 was purified by column chromatography on silica gel using Benzene: Ethyl acetate (9:1) to get pure 2 (30 grams, 31.8%) as a white powder.

出典