反应详情

温度

40 °C

1.8 ml (6.5 mmol) of triethylamine are added to a solution of 1 g (6.5 mmol) of commercial methyl (S)-2-amino-3-tert-butoxycarbonylaminopropanoate hydrochloride in 20 ml of tert-butanol. The reaction medium is stirred for 30 min at 40° C. then filtered. Added to the filtrate thus obtained are 1.2 ml (8.6 mmol) of 1,5-dibromopentane and the reaction medium is heated at 60° C. for 3 days. After filtration of the insoluble fraction, the filtrate is concentrated under vacuum. The crude residue is purified by chromatography over silica gel eluted with a 70/30 heptane/ethyl acetate mixture. 600 mg (49%) of methyl (S)-3-tert-butoxycarbonylamino-2-piperidin-1-yl-propanoate are obtained in the form of a colourless oil.

1. filtrationthen filtered
2. additionAdded to the filtrate
3. customthus obtained
4. temperaturethe reaction medium is heated at 60° C. for 3 days
5. filtrationAfter filtration of the insoluble fraction
6. concentrationthe filtrate is concentrated under vacuum
7. customThe crude residue is purified by chromatography over silica gel
8. washeluted with a 70/30 heptane/ethyl acetate mixture