Trifluoroacetic acid → (2S,4S)-2-(3-Dimethylaminoazetidin-1-ylcarbonyl)-4-mercapto-1-(4-nitrobenzyloxycarbonyl)pyrrolidine

1.47 g of (2S,4S)-2-(3-dimethylaminoazetidin-1-ylcarbonyl)-4-(4-methoxybenzylthio)-1-(4-nitrobenzyloxycarbonyl)pyrrolidine [prepared as described in step (a) above] were dissolved in 3.02 ml of anisole, and 10.71 ml of trifluoroacetic acid and 0.488 ml of trifluoromethanesulfonic acid were added to the resulting solution, after which the mixture was stirred at the same temperature for 1 hour. The solvent was then removed by distillation under reduced pressure, and the residue was washed by repeated decantation, in turn, with hexane and with diethyl ether. Ethyl acetate was added to the residue and the mixture was made alkaline by the addition of a saturated aqueous solution of sodiumhydrogencarbonate. The ethyl acetate layer was separated, washed with an aqueous solution of sodium chloride and dried over anhydrous magnesium sulfate. The solvent was then removed by distillation under reduced pressure, to give 1.01 g of the title compound as a powder.

1. customThe solvent was then removed by distillation under reduced pressure
2. washthe residue was washed
3. additionEthyl acetate was added to the residue
4. additionby the addition of a saturated aqueous solution of sodiumhydrogencarbonate
5. customThe ethyl acetate layer was separated
6. washwashed with an aqueous solution of sodium chloride
7. dry with materialdried over anhydrous magnesium sulfate
8. customThe solvent was then removed by distillation under reduced pressure

ORD 기록

ord-6e0db24501f140df8082f9433467e3d7

출처 데이터셋

uspto-grants-1998_01

DOI

10.6084/m9.figshare.5104873.v1

특허 번호

US05712267