反应详情

tert-butyl 2-(4-formyl-5-oxo-2,5-dihydrofuran-3-yl)-1-oxo-2,8-diazaspiro[4.5]decane-8-carboxylate (1.18 g, 3.24 mmol) was dissolved in THF (13 mL) and MeOH (13 mL) and the mixture was cooled to −78° C. and stirred for 15 min. Sodium borohydride (0.147 g, 3.89 mmol) was added in two equal portions and the resulting mixture was stirred for ˜15 min. at −78° C. LC-MS after 15 minutes stirring at −78° C. showed complete consumption of starting material. The reaction mixture was diluted with ethyl acetate and quenched with aqueous ammonium chloride solution at −78° C. The aqueous layer was extracted with EtOAc (2×), combined organic layers were washed with water, brine, then dried (MgSO4) and filtered, and the solvent was evaporated under reduced pressure to obtain the product, which was taken to the next step without purification.

1. stirringthe resulting mixture was stirred for ˜15 min. at −78° C
2. stirringLC-MS after 15 minutes stirring at −78° C.
3. customconsumption of starting material
4. additionThe reaction mixture was diluted with ethyl acetate
5. customquenched with aqueous ammonium chloride solution at −78° C
6. extractionThe aqueous layer was extracted with EtOAc (2×)
7. washwere washed with water, brine
8. dry with materialdried (MgSO4)
9. filtrationfiltered
10. customthe solvent was evaporated under reduced pressure
11. customto obtain the product, which
12. customwas taken to the next step without purification