反应详情

To a cooled (−78° C.) solution of 4-[2-(methoxy-methyl-carbamoyl)-ethyl]-5-oxo-[1,4]diazepane-1-carboxylic acid tert-butyl ester 3 g (9 mmol) was added dropwise a solution of lithium aluminum hydride 9.1 ml (9 mmol, 1 M solution in THF). The mixture was quenched by addition of acetone and then AcOH. The reaction was allowed to reach RT after which time water and 10% aq. KHSO4 solution were added and the mixture repeatedly extracted with TBME. The combined organic was washed with brine, dried (MgSO4) and concentrated. Purification by flash column chromatography (EtOAc:MeOH 19:1) afforded the title compound 1.5 g (61%) as a colorless oil. MS: 271.5 (MH+).

1. customThe mixture was quenched by addition of acetone
2. customto reach RT
3. additionwere added
4. extractionthe mixture repeatedly extracted with TBME
5. washThe combined organic was washed with brine
6. dry with materialdried (MgSO4)
7. concentrationconcentrated
8. customPurification by flash column chromatography (EtOAc:MeOH 19:1)