反応 #1447088

反応方程式

dicyclohexylcarbodiimide

water

N-Boc-D-Homophenylalanine

3-aminoquinoline

→

title compound

収率 178.0%

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

収率 178.0%

溶媒

acetic acid

triethylamine

acetonitrile

ethyl acetate

反応条件

後処理

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

実験手順

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.

出典