反応 #84686

反応方程式

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

溶媒

chloroform

反応条件

後処理

1. 1
   その他The reaction was quenched with methanol (5 mL)
2. 2
   workup.ADDITIONdiluted with ethyl acetate (150 mL)
3. 3
   洗浄washed with water (3×50 mL) and brine (50 mL)
4. 4
   乾燥The organic layer was dried over sodium sulfate
5. 5
   ろ過filtered
6. 6
   濃縮concentrated

実験手順

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]+.

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