反应详情

A sample of benzyl (1R,2S,5R)-7-oxo-6-oxa-bicyclo[3.2.1]octan-2-ylcarbamate (2.8 g) was dissolved in anhydrous THF prior to the addition of LiBH4 (0.44 g) in one portion. The reaction mixture was stirred at rt overnight. The reaction was quenched with saturated NH4Cl and extracted with EtOAc. The organic layer was washed with brine and dried (MgSO4). Filtered, concentrated and chromatographed to get benzyl (1S,2R,4R)-4-hydroxy-2-(hydroxymethyl)cyclohexylcarbamate as a white foamy solid.

1. customThe reaction was quenched with saturated NH4Cl
2. extractionextracted with EtOAc
3. washThe organic layer was washed with brine
4. dry with materialdried (MgSO4)
5. filtrationFiltered
6. concentrationconcentrated
7. customchromatographed