反応 #430826

反応方程式

methyl iodide

sodium hydrogen carbonate

methyl 5-(2(R)-tert-butoxycarbonylamino-3-(triphenylmethylthio)-propylamino)-1-naphthoate

→

methyl 5-(2(R)-tert-butoxycarbonylamino-3-(triphenylmethylthio)propyl-N-methylamino)-1-naphthoate

溶媒

dimethyl-formamide

反応条件

後処理

1. 1
   抽出The aqueous phase is extracted 3 times with 150 cm3 of ethyl acetate
2. 2
   乾燥dried over magnesium sulphate
3. 3
   ろ過filtered
4. 4
   濃縮concentrated to dryness under reduced pressure
5. 5
   その他The red oil obtained
6. 6
   その他is purified by chromatography on silica [eluent: cyclohexane/ethyl acetate (90/10 by volume)]

実験手順

3.6 cm3 of methyl iodide and 7 g of solid sodium hydrogen carbonate are added, with stirring, to a solution of 1.5 g of methyl 5-(2(R)-tert-butoxycarbonylamino-3-(triphenylmethylthio)-propylamino)-1-naphthoate in 25 cm3 of dimethyl-formamide. The reaction mixture is stirred for 20 hours at a temperature in the region of 20° C. and then poured onto 200 cm3 of ice. The aqueous phase is extracted 3 times with 150 cm3 of ethyl acetate. The organic phases are combined, dried over magnesium sulphate, filtered and concentrated to dryness under reduced pressure. The red oil obtained is purified by chromatography on silica [eluent: cyclohexane/ethyl acetate (90/10 by volume)]. 0.56 g of methyl 5-(2(R)-tert-butoxycarbonylamino-3-(triphenylmethylthio)propyl-N-methylamino)-1-naphthoate is obtained, the characteristics of which are the following:

出典