反应详情

温度

-15 °C

To a solution of 3-(1-benzyloxycarbonyl-4-piperidyl)propionic acid (0.18 g) in N,N-dimethylformamide (3 ml) was added N-methylmorpholine (0.09 ml) and isobutylchloroformate (0.1 ml) under stirring at −15° C. After stirring at −15° C. for 2 hours, N-[(1,2,3,4-tetrahydro-3-quinolyl)carbonyl]-β-alanine ethyl ester (0.22 g) and N-methylmorpholine (0.12 ml) in tetrahydrofuran (2 ml) was added. After stirring at 0° C. for 2 hours and ambient temperature for overnight, the mixture was poured into water, and extracted with ethyl acetate. The extract was washed with 5% KHSO4 aqueous solution saturated NaHCO3 aqueous solution and brine, and dried over MgSO4, and evaporated in vacuo. The residue was purified by chromatography on silica gel eluting with (CHCl3:MeOH=100:1) to give N-[1-{3-(1-benzyloxycarbonyl-4-piperidyl)propionyl}-1,2,3,4-tetrahydro-3-quinolylcarbonyl]-β-alanine ethyl ester as an oil (0.18 g).

1. stirringAfter stirring at −15° C. for 2 hours
2. stirringAfter stirring at 0° C. for 2 hours and ambient temperature for overnight
3. extractionextracted with ethyl acetate
4. washThe extract was washed with 5% KHSO4 aqueous solution saturated NaHCO3 aqueous solution and brine
5. dry with materialdried over MgSO4
6. customevaporated in vacuo
7. customThe residue was purified by chromatography on silica gel eluting with (CHCl3:MeOH=100:1)