反应详情

温度

0 °C

To a solution of 1-(tert-butoxycarbonyl)azetidine-3-carboxylic acid (3.00 g, 14.9 mmol) in tetrahydrofuran (15 mL) was added N-methylmorpholine (1.80 mL, 16.4 mmol) and isobutyl chloroformate (2.13 mL, 16.4 mmol) at 0° C. The mixture was stirred for 20 min. The resulting precipitate was filtered off and the filter cake was washed with tetrahydrofuran (1 mL). The filtrate was cooled to 0° C. and a solution of sodium borohydride (0.846 g, 22.4 mmol) in water (2 mL) was added. The resulting mixture was stirred for 1 h. and quenched with sodium bicarbonate aqueous solution. The mixture was extracted with ethyl acetate (55 mL). The organic layer was washed with brine (30 mL) and dried over sodium sulfate. The resulting solution was concentrated in vacuo. The crude product (2.79 g) was used for the next step without purification.

1. filtrationThe resulting precipitate was filtered off
2. washthe filter cake was washed with tetrahydrofuran (1 mL)
3. stirringThe resulting mixture was stirred for 1 h.
4. customquenched with sodium bicarbonate aqueous solution
5. extractionThe mixture was extracted with ethyl acetate (55 mL)
6. washThe organic layer was washed with brine (30 mL)
7. dry with materialdried over sodium sulfate
8. concentrationThe resulting solution was concentrated in vacuo
9. customThe crude product (2.79 g) was used for the next step without purification