反应详情

To a suspension of 890 mg (3.07 mmol) of 1-benzyl-3,11-dioxo-1,4,7,10-tetraazacyclododecane in tetrahydrofuran under nitrogen was added 2.64 ml of 8M borane-methyl sulfide complex (21.1 mol, 7 equivalents). The mixture was heated to reflux allowing the methyl sulfide to distill out of the reaction flask. After 2 hours, the reaction was quenched by the addition of 12 ml 1.8M hydrochloric acid in methanol and refluxed for an additional 3 hours. Volatiles were removed by evaporation, and the solid resuspended in methanol and reevaporated. The product was crystallized from methanol/ethyl acetate; yield 455 mg, 37%. Mass spectrum (CI): m/e 263 (M+H).

1. additionwas added 2.64 ml of 8M borane-methyl sulfide complex (21.1 mol, 7 equivalents)
2. temperatureThe mixture was heated
3. temperatureto reflux
4. distillationto distill out of the reaction flask
5. customthe reaction was quenched by the addition of 12 ml 1.8M hydrochloric acid in methanol
6. temperaturerefluxed for an additional 3 hours
7. customVolatiles were removed by evaporation
8. customreevaporated
9. customThe product was crystallized from methanol/ethyl acetate