反应详情

Benzyl 6-oxa-3-azabicyclo[3.1.0]hexane-3-carboxylate (21.0 g, 96 mmol) was dissolved in MeOH (200 mL). Added sulfuric acid (3.64 g, 37.1 mmol) dropwise. After ˜3 hrs the reaction was concentrated and the residue was diluted with ethyl acetate and neutralized with 1N aq. NaOH. The organic extract was dried (Na2SO4) and concentrated. The reaction product was purified by silica gel column chromatography eluting with Hexane/Acetone mixtures to give (+/−)-Trans-benzyl 3-hydroxy-4-methoxypyrrolidine-1-carboxylate (16.8 g, 66.9 mmol, 69.8% yield) LCMS:M+1=252, Rt=1.42 min.

1. concentrationAfter ˜3 hrs the reaction was concentrated
2. additionthe residue was diluted with ethyl acetate and neutralized with 1N aq. NaOH
3. extractionThe organic extract
4. dry with materialwas dried (Na2SO4)
5. concentrationconcentrated
6. customThe reaction product was purified by silica gel column chromatography
7. washeluting with Hexane/Acetone