反应详情

温度

0 °C

A solution of 0.180 g (0.37 mmol) of (S)-2-[4-(3,4-dichloro-phenyl)-7-oxo-[1,4]diazepan-1-yl]-4-((S)-4-hydroxy-6-aza-spiro[2.5]oct-6-yl)-butyric acid methyl ester in 4 ml of ETOH was treated at 0° C. with 0.017 g (0.74 mmol) of LiBH4. The reaction was stirred 10 min at 0° C. and 22 h at RT, cooled (0° C.) and treated with 0.009 g (0.37 mmol) of LiBH4 and after 5 h again cooled (0° C.) and treated with 0.009 g (0.37 mmol) of LiBH4. After 1 h at RT, the reaction was cooled (0° C.), acidified with 10% aq. KHSO4 solution and then basified with sat. aq NaHCO3 solution and extracted with EtOAc (3×). The organic phases were washed with aq. 10% NaCl solution, dried over Na2SO4 evaporated and purified by flash silica gel column (CH2Cl2:MeOH 95:5 to 9:1) to yield 0.127 g (75%) of the title compound as white foam. MS: 456.2 (MH+, 2Cl).

1. temperaturecooled (0° C.)
2. temperatureagain cooled (0° C.)
3. waitAfter 1 h at RT
4. temperaturethe reaction was cooled (0° C.)
5. extractionextracted with EtOAc (3×)
6. washThe organic phases were washed with aq. 10% NaCl solution
7. dry with materialdried over Na2SO4
8. customevaporated
9. custompurified by flash silica gel column (CH2Cl2:MeOH 95:5 to 9:1)