تفاعل #48394

معادلة التفاعل

Trifluoroacetic acid

tert-butyl (3R,6S)-1-(2-methoxyethyl)-2-oxo-6-phenylazepan-3-ylcarbamate

→

(3R,6S)-3-Amino-1-(2-methoxyethyl)-6-phenyl azepan-2-one

المذيبات

dichloromethane

ظروف التفاعل

المعالجة

1. 1
   تركيزthe solution was concentrated
2. 2
   workup.ADDITIONSaturated aqueous sodium bicarbonate solution was added
3. 3
   استخلاصthe mixture was extracted with dichloromethane (3×)
4. 4
   غسيلThe combined organic extracts were washed with saturated brine
5. 5
   تجفيفdried over magnesium sulfate
6. 6
   ترشيحfiltered
7. 7
   تركيزconcentrated

الإجراء التجريبي

Trifluoroacetic acid (2.5 mL) was added to a solution of tert-butyl (3R,6S)-1-(2-methoxyethyl)-2-oxo-6-phenylazepan-3-ylcarbamate (41 mg, 0.113 mmol) in dichloromethane (5 mL). After 1 h, the solution was concentrated. Saturated aqueous sodium bicarbonate solution was added and the mixture was extracted with dichloromethane (3×). The combined organic extracts were washed with saturated brine, dried over magnesium sulfate, filtered and concentrated. MS 263 (M+1). 1H NMR (500 MHz, CDCl3) δ 7.32 (t, J=7.3 Hz, 2H), 7.25-7.22 (m, 1H), 7.18 (d, J=8.3 Hz, 2H), 3.83-3.76 (m, 3H), 3.56-3.49 (m, 3H), 3.35 (s, 3H), 3.34-3.30 (m, 1H), 2.77-2.72 (m, 1H), 2.13-2.10 (m, 1H), 2.03-1.94 (m, 2H), 1.74-1.68 (m, 1H).

المصدر