反应详情

A mixure of 3.46 g of (E)-2(R)-[1(S)-(tert.-butoxycarbonyl)-4-phenyl-3-butenyl]-4-methylvaleric acid, 4.0 g of N-methyl morpholine, 2.95 g of benzylhydrazine dihydrochloride and 1.7 g of 1-hydroxybenzotriazole hydrate in 25 ml of dimethylformamide was cooled to 0° C. while stirring under nitrogen and 2.4 g of 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide were added. The mixture was gradually allowed to come to room temperature and was then stirred overnight. The dimethylformamide was evaporated and the residue was partitioned between ethyl acetate and saturated sodium hydrogen carbonate solution. The ethyl acetate phase was washed in sequence with water, 5% citric acid solution, water and saturated sodium chloride solution. After drying over anhydrous magnesium sulphate the ethyl acetate was evaporated to give a yellow gum. Crystallization from hexane gave 1.87 g of (E)-2′-benzyl-2(R)-[1(S)-(tert.-butoxycarbonyl)-4-phenyl-3-butenyl]-4-methylvalerohydrazide as a white solid.

1. customto come to room temperature
2. stirringwas then stirred overnight
3. customThe dimethylformamide was evaporated
4. customthe residue was partitioned between ethyl acetate and saturated sodium hydrogen carbonate solution
5. washThe ethyl acetate phase was washed in sequence with water, 5% citric acid solution, water and saturated sodium chloride solution
6. dry with materialAfter drying over anhydrous magnesium sulphate the ethyl acetate
7. customwas evaporated
8. customto give a yellow gum
9. customCrystallization from hexane