反应详情

温度

-78 °C

To a stirring solution consisting of (3aR,4S,5S,6aS)-4-((tert-butyldiphenylsilyloxy)methyl)-5-fluorohexahydro-2H-cyclopenta[b]furan-2-one (prepared in Step A, 26.6 g, 64.6 mmol) in anhydrous THF (1 L) cooled to −78° C. was added DIBAL-H (1 M solution in THF; 200 mL) dropwise. The reaction mixture was stirred at −78° C. and reaction progress was monitored by TLC. After 2 hours, the reaction mixture was quenched by the addition of 2:1 THF-water at −78° C. and the reaction mixture was allowed to warm to room temperature with stirring until precipitated aluminum salts settled out of solution. The aluminum salts were removed by filtration through a sintered glass fritted filter funnel and the filtrate was evaporated to dryness to afford the title intermediate (26 g) The crude intermediate was carried on with no further purification.

1. customreaction progress
2. customthe reaction mixture was quenched by the addition of 2:1 THF-water at −78° C.
3. temperatureto warm to room temperature
4. stirringwith stirring
5. customuntil precipitated aluminum salts
6. customThe aluminum salts were removed by filtration through a sintered glass fritted filter funnel
7. customthe filtrate was evaporated to dryness