反应详情

91 mg (0.90 mmol) of 4-methylmorpholine and 98 mg (0.90 mmol) of ethyl chloroformate are added to a solution of 300 mg (0.90 mmol) of N2,N5-bis(tert-butoxycarbonyl)-L-ornithine in 10 ml of tetrahydrofuran at −10° C., and the mixture is stirred for 30 min. At this temperature, 1.81 ml (1.81 mmol) of a 1M solution of lithium aluminum hydride in tetrahydrofuran are slowly added dropwise. The mixture is slowly warmed to RT and stirred at RT for 12 h. While cooling in ice, 0.1 ml of water and 0.15 ml of a 4.5% sodium hydroxide solution are cautiously added, and the mixture is stirred at RT for a further 3 h. The mixture is filtered and the filtrate is concentrated in vacuo. The residue is dissolved in ethyl acetate, washed with water, dried over magnesium sulfate and again evaporated to dryness in vacuo. The product is reacted without further purification.

1. stirringstirred at RT for 12 h
2. temperatureWhile cooling in ice
3. stirringthe mixture is stirred at RT for a further 3 h
4. filtrationThe mixture is filtered
5. concentrationthe filtrate is concentrated in vacuo
6. dissolutionThe residue is dissolved in ethyl acetate
7. washwashed with water
8. dry with materialdried over magnesium sulfate
9. customagain evaporated to dryness in vacuo
10. customThe product is reacted without further purification