反应详情

To a solution of 1-tert-butoxycarbonylamino-2-vinyl-cyclopropanecarboxylic acid ethyl ester (0.51 g, 2.0 mmol) in THF (10 ml) at 0° C. was added a 2M solution of lithiumborohydride (4 ml, 8 mmol). The reaction mixture was monitored by TLC (7:3 hexane-ethyl acetate, stained using ammoniummolybdate-cerium sulfate in aq. 10% sulfuric acid) and after stirring overnight at rt, the reaction was carefully quenched using aq. 10% citric acid (25 ml, dropwise addition at 0° C.). The obtained mixture was washed with dichloromethane (3×10 ml), and the combined org. layers were dried (Na2SO4), filtered and concentrated. Flash chromatography of the residue using 1:1 hexane-ethyl acetate as eluent, followed by concentration of the appropriate fractions and drying the residue in vacuum overnight, gave the product as a colorless syrup (0.407 g, 1.91 mmol, 96%).

1. customthe reaction was carefully quenched
2. addition25 ml, dropwise addition at 0° C.)
3. washThe obtained mixture was washed with dichloromethane (3×10 ml)
4. dry with materiallayers were dried (Na2SO4)
5. filtrationfiltered
6. concentrationconcentrated
7. customdrying the residue in vacuum overnight