反应详情

温度

0 °C

19.5 ml (approx. 150 mmoles) of N-ethylmorpholine and 33 g (160 mmoles) of DCC are added at 0° C. to a solution in 250 ml of dimethylformamide of 43.15 g (150 mmoles) of H-Tyr(But)-OMe.HCl, 37.65 g (150 mmoles) of Z-Val-OH and 20.25 g (150 mmoles) of 1-hydroxybenzotriazole. The mixture is stirred for 1 hour at 0° C. and is allowed to stand overnight at room temperature. The precipitate which has deposited is filtered off. It is rinsed with a little dimethylformamide. The filtrate is introduced into a mixture of 150 ml of saturated NaHCO3 solution and 3,000 ml of water, while stirring. The mixture is cooled to 4° C. and the precipitate is filtered off. It is washed thoroughly with water. While still wet, the product is dissolved in 400 ml of ethyl acetate. Insoluble matter is filtered off and water is separated off in a separating funnel. The ethyl acetate phase is dried over Na2SO4 and concentrated. The residue is triturated with petroleum ether and the product is filtered off. Yield 67 g (92%). Melting point 111°-112°, [α]D21 =-15.9° (c=1, methanol).

1. waitto stand overnight at room temperature
2. filtrationThe precipitate which has deposited is filtered off
3. washIt is rinsed with a little dimethylformamide
4. additionThe filtrate is introduced into a mixture of 150 ml of saturated NaHCO3 solution and 3,000 ml of water
5. stirringwhile stirring
6. temperatureThe mixture is cooled to 4° C.
7. filtrationthe precipitate is filtered off
8. washIt is washed thoroughly with water
9. dissolutionWhile still wet, the product is dissolved in 400 ml of ethyl acetate
10. filtrationInsoluble matter is filtered off
11. customwater is separated off in a separating funnel
12. dry with materialThe ethyl acetate phase is dried over Na2SO4
13. concentrationconcentrated
14. customThe residue is triturated with petroleum ether
15. filtrationthe product is filtered off
16. customMelting point 111°-112°, [α]D21 =-15.9° (c=1, methanol)