تفاعل #1447088

معادلة التفاعل

dicyclohexylcarbodiimide

water

N-Boc-D-Homophenylalanine

3-aminoquinoline

→

title compound

المردود 178.0%

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

المردود 178.0%

المذيبات

acetic acid

triethylamine

acetonitrile

ethyl acetate

ظروف التفاعل

المعالجة

1. 1
   ترشيحfiltered
2. 2
   غسيلthe filtrate washed with 1M hydrochloric acid (25 mL), saturated solution of sodium bicarbonate (25 mL) and water (25 mL)
3. 3
   تجفيفThe organic layer was dried over anhydrous sodium sulfate
4. 4
   ترشيحfiltered
5. 5
   تركيزconcentrated to dryness

الإجراء التجريبي

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.

المصدر