反应详情

In a 350-mL resealable vessel, the (S)-2′-bromo-7′-iodospiro[morpholine-3,9′-xanthene]-5-thione (1.25 g, 2.56 mmol) was dissolved in a dioxane solution of ammonia (0.5 M, 61.5 mL, 30.7 mmol). After the solid had dissolved, mercury(II) chloride (1.043 g, 3.84 mmol) was added. The vessel was sealed and placed in a 55° C. oil bath overnight. The reaction was filtered through Celite, rinsing with DCM (50 mL). The mixture was concentrated to remove the DCM, and Boc2O (0.84 g, 3.84 mmol) and Et3N (0.535 mL, 3.84 mmol) were added. After 1.5 h, the mixture was concentrated, and the residue was purified by chromatography (15% EtOAc/hexanes) to afford impure (S)-tert-butyl 2′-bromo-7′-iodo-2,6-dihydrospiro[[1,4]oxazine-3,9′-xanthene]-5-ylcarbamate.

1. dissolutionAfter the solid had dissolved
2. customThe vessel was sealed
3. customplaced in a 55° C.
4. customovernight
5. filtrationThe reaction was filtered through Celite
6. washrinsing with DCM (50 mL)
7. concentrationThe mixture was concentrated
8. additionwere added
9. concentrationthe mixture was concentrated
10. customthe residue was purified by chromatography (15% EtOAc/hexanes)