반응 #682007

반응 방정식

(R)-2-(4-(cyclopropylsulfonyl)phenyl)-N-(5-fluorothiazol-2-yl)-3-((S)-pyrrolidin-3-yl)propanamide

trimethylsilyl isocyanate

water

→

compound

수율 99.9%

(S)-3-((R)-2-(4-(cyclopropylsulfonyl)phenyl)-3-((5-fluorothiazol-2-yl)amino)-3-oxopropyl)pyrrolidine-1-carboxamide

수율 99.9%

용매

dichloromethane

반응 조건

후처리

1. 1
   추출the mixed solution was then extracted with chloroform
2. 2
   건조The organic layer was dried over anhydrous sodium sulfate
3. 3
   농축was then concentrated in vacuo
4. 4
   기타The obtained residue was purified by silica gel chromatography (chloroform/methanol=1%→20%)

실험 절차

The (R)-2-(4-(cyclopropylsulfonyl)phenyl)-N-(5-fluorothiazol-2-yl)-3-((S)-pyrrolidin-3-yl)propanamide (20.0 mg, 47.2 μmol) obtained in Step 1 of Example 2 was dissolved in dichloromethane (1 mL), and trimethylsilyl isocyanate (25.0 μL, 188 μmol) was then added to the obtained solution. The obtained mixture was stirred for hours. Thereafter, water was added to the reaction solution, and the mixed solution was then extracted with chloroform. The organic layer was dried over anhydrous sodium sulfate, and was then concentrated in vacuo. The obtained residue was purified by silica gel chromatography (chloroform/methanol=1%→20%) to obtain the captioned compound (22.0 mg, 99%) in the form of a white solid.

출처