反应 #1447088

反应方程式

dicyclohexylcarbodiimide

water

N-Boc-D-Homophenylalanine

3-aminoquinoline

→

title compound

收率 178.0%

N-Boc-D-Homophenylalanine Quinoline-3-amide

收率 178.0%

溶剂

acetic acid

triethylamine

acetonitrile

ethyl acetate

反应条件

后处理

1. 1
   过滤filtered
2. 2
   洗涤the filtrate washed with 1M hydrochloric acid (25 mL), saturated solution of sodium bicarbonate (25 mL) and water (25 mL)
3. 3
   干燥The organic layer was dried over anhydrous sodium sulfate
4. 4
   过滤filtered
5. 5
   浓缩concentrated to dryness

实验过程

A solution of N-Boc-D-Homophenylalanine (3.0 g, 10.7 mmol) in ethyl acetate (100 mL) was treated with 3-aminoquinoline (3.08 g, 21.4 mmol) followed by dicyclohexylcarbodiimide (2.31 g, 11.2 mmol). The reaction was stirred at 25° C. for 3 hr (HPLC monitoring RP-18, 250×4 mm, water:acetonitrile:triethylamine:acetic acid=500:500:0.6:1 (mL), UV detector, λ=254 nm), filtered and the filtrate washed with 1M hydrochloric acid (25 mL), saturated solution of sodium bicarbonate (25 mL) and water (25 mL). The organic layer was dried over anhydrous sodium sulfate, filtered and concentrated to dryness to afford title compound (4.3 g) as white solid.

来源