Ammonium Chloride → (2S)-2-{(3RS)-4-Acetyl-3-isopropyl-2-oxo-6-phenyl-1,2,3,4-tetrahydropyrazin-1-yl}methylcarbonylamino-1-(2,3-dihydrofuran-5-yl)-1-oxo-3-phenylpropane

온도

-78 °C

A solution of 2,3-dihydrofuran (80 μl) in anhydrous tetrahydrofuran (2 ml) is cooled to −78° C., a 1.55 N tert-butyllithium/pentane solution (660 g 1) is added thereto, and the mixture is stirred for one hour. The mixture is added to a solution of N1-methoxy-N1-methyl-(2S)-2-{(3RS)-4-acetyl-3-isopropyl-2-oxo-6-phenyl-1,2,3,4-tetrahydropyrazin-1-yl}methylcarbonylamino-3-phenylpropionamide (295 mg, Compound No. 1-51) in anhydrous tetrahydrofuran (3 ml) cooled at −78° C., and the whole is stirred for two hours. The temperature is raised to 0° C., and the reaction mixture is stirred for 30 minutes. A saturated aqueous ammonium chloride solution is added to the reaction mixture, and the whole is extracted with ethyl acetate. The extract is washed with saturated brine and dried over anhydrous magnesium sulfate. The extract is concentrated under reduced pressure, and the resulting residue is purified by silica gel column chromatography to give the titled compound (38.4 mg).

1. stirringthe whole is stirred for two hours
2. temperatureThe temperature is raised to 0° C.
3. stirringthe reaction mixture is stirred for 30 minutes
4. extractionthe whole is extracted with ethyl acetate
5. washThe extract is washed with saturated brine
6. dry with materialdried over anhydrous magnesium sulfate
7. concentrationThe extract is concentrated under reduced pressure
8. customthe resulting residue is purified by silica gel column chromatography

ORD 기록

ord-b9b2fa3240d7474eace9a51a8efd2504

출처 데이터셋

uspto-grants-2004_03

DOI

10.6084/m9.figshare.5104873.v1

특허 번호

US06713472B1