반응 #2329605

반응 방정식

2-phenyl-7-methoxy-4-quinolinol

triphenylphosphine

Compound 34

(1R,2R,4S)-2-((1R,2S)-1-Ethoxycarbonyl-2-vinyl-cyclopropylcarbamoyl)-4-hydroxy-cyclopentanecarboxylic acid tert-butyl ester

DIAD

→

compound 35

수율 68.0%

(1R,2R,4R)-2-((1R,2S)-1-Ethoxycarbonyl-2-vinyl-cyclopropylcarbamoyl)-4-(7-methoxy-2-phenyl-quinolin-4-yloxy)-cyclopentanecarboxylic acid tert-butyl ester

수율 68.0%

용매

THF

THF

반응 조건

후처리

1. 1
   workup.ADDITIONwas added dropwise
2. 2
   기타The solvent was evaporated
3. 3
   기타the crude product was purified by flash column chromatography gradient elution (toluene/EtOAc 9:1, 6:1, 4:1)

실험 절차

Compound 34 (73 mg, 0.199 mmol) was dissolved in dry THF (4 mL) and 2-phenyl-7-methoxy-4-quinolinol (86 mg, 0.342 mmol) and triphenylphosphine (141 mg, 0.538 mmol) were added. The mixture was cooled to 0° C. and DIAD (0.567 mmol) dissolved in 1 mL THF was added dropwise. The mixture was stirred for 48 h at room temperature. The solvent was evaporated and the crude product was purified by flash column chromatography gradient elution (toluene/EtOAc 9:1, 6:1, 4:1) to give compound 35 (81 mg, 68%).

출처