반응 #1563298

반응 방정식

HATU

(+/−)-methyl 3-(3-amino-4-chlorophenyl)pentanoate

(+)-(2S,3R)-2-(4-chlorophenyl)-4,4,4-trifluoro-3-methylbutanoic acid

→

Methyl 3-(4-chloro-3-{[(2S,3R)-2-(4-chlorophenyl)-4,4,4-trifluoro-3-methylbutanoyl]amino}-phenyl)pentanoate

용매

DMF

ethyl acetate

pyridine

반응 조건

후처리

1. 1
   세척The mixture was washed with 1 N hydrochloric acid and sat. sodium chloride solution
2. 2
   건조dried over magnesium sulphate
3. 3
   농축concentrated under reduced pressure
4. 4
   기타The crude product was purified by chromatography on silica gel (mobile phase initially cyclohexane

실험 절차

500 mg (2.07 mmol) of (+/−)-methyl 3-(3-amino-4-chlorophenyl)pentanoate and 668.9 mg (2.48 mmol) of (+)-(2S,3R)-2-(4-chlorophenyl)-4,4,4-trifluoro-3-methylbutanoic acid were dissolved in 1.7 ml of pyridine and 3.3 ml of DMF, and 1.02 g (2.69 mmol) of HATU were added at RT. The reaction mixture was stirred at RT overnight and then diluted with ethyl acetate. The mixture was washed with 1 N hydrochloric acid and sat. sodium chloride solution, dried over magnesium sulphate and concentrated under reduced pressure. The crude product was purified by chromatography on silica gel (mobile phase initially cyclohexane, then cyclohexane/ethyl acetate 50:1). This gave 675 mg of the target product (66.6% of theory).

출처