反应详情

To a solution of 600 mg of N-tert-butoxycarbonyl-2-(3-pyridyl)thiazolidine-4-carboxylic acid in 10 ml of tetrahydrofuran, there were added, at 4° C. or below, 390 mg of L-methionine methyl ester hydrochloride, 390 mg of 1-hydroxybenzotriazole, 190 mg of N-methylmorpholine and 440 mg of dicyclohexylcarbodiimide, in that order. The mixture was stirred at 4° C. or below for 1 hour and then at room temperature for 1 hour. The resultant precipitate was filtered off, the filtrate was concentrated under reduced pressure, 50 ml of ethyl acetate was added, the insoluble matter was filtered off, and the filtrate was washed in sequence with 0.5M aqueous citric acid, water, 5% aqueous sodium hydrogen carbonate and water, dried over anhydrous sodium sulfate and concentrated under reduced pressure to give 440 mg of [N-tert-butoxycarbonyl-2-(3-pyridyl)thiazolidine-4-carbonyl]-L-methionine methyl ester as an oil.

1. waitat room temperature for 1 hour
2. filtrationThe resultant precipitate was filtered off
3. concentrationthe filtrate was concentrated under reduced pressure, 50 ml of ethyl acetate
4. additionwas added
5. filtrationthe insoluble matter was filtered off
6. washthe filtrate was washed in sequence with 0.5M aqueous citric acid, water, 5% aqueous sodium hydrogen carbonate and water
7. dry with materialdried over anhydrous sodium sulfate
8. concentrationconcentrated under reduced pressure