반응 #84686

반응 방정식

benzyl (1S,2R,3S,5S)-2-(1,3-dioxoisoindolin-2-yl)bicyclo[3.1.0]hexan-3-ylcarbamate

trimethylsilyl iodide

→

crude compound

2-((1S,2R,3S,5S)-3-aminobicyclo[3.1.0]hexan-2-yl)isoindoline-1,3-dione

용매

chloroform

반응 조건

후처리

1. 1
   기타The reaction was quenched with methanol (5 mL)
2. 2
   workup.ADDITIONdiluted with ethyl acetate (150 mL)
3. 3
   세척washed with water (3×50 mL) and brine (50 mL)
4. 4
   건조The organic layer was dried over sodium sulfate
5. 5
   여과filtered
6. 6
   농축concentrated

실험 절차

To a solution of benzyl (1S,2R,3S,5S)-2-(1,3-dioxoisoindolin-2-yl)bicyclo[3.1.0]hexan-3-ylcarbamate (4.0 g, 10.638 mmol) in chloroform (30 mL) at room temperature was added trimethylsilyl iodide (14.6 mL, 106.380 mmol) dropwise, and the resulting mixture was stirred at room temperature for 1 hour. The reaction was quenched with methanol (5 mL), diluted with ethyl acetate (150 mL), and washed with water (3×50 mL) and brine (50 mL). The organic layer was dried over sodium sulfate, filtered and concentrated to afford a crude compound, which was directly used in the next reaction without further purification. MS (ES+) C14H14N2O2 requires: 242, found: 243 [M+H]+.

출처