Triethylamine → (2S,4R)-4-methanesulfonyloxy-1-(4-nitrobenzyloxycarbonyl)-2-[2-(4-nitrobenzyloxycarbonylamino)ethyloxymethyl]pyrrolidine

To a solution of (2S,4R)-4-hydroxy-1-(4-nitrobenzyloxycarbonyl)-2-[2-(4-nitrobenzyloxycarbonylamino)ethyloxymethyl]pyrrolidine (0.87 g) and triethylamine (0.35 ml) in a mixture of tetrahydrofuran (5 ml) and dichloromethane (10 ml) was dropwise added a solution of methanesulfonyl chloride (0.16 ml) in dichloromethane (2 ml) with stirring at 0°-5° C. and the mixture was stirred at 0°-5° C. for 30 minutes. The reaction mixture was washed with water (20 ml), dried over magnesium sulfate and concentrated under reduced pressure to give a syrup. The syrup was subjected to a column chromatography on silica gel (20 g) and eluted with a mixture of methanol and chloroform (1:99 V/V) to give (2S,4R)-4-methanesulfonyloxy-1-(4-nitrobenzyloxycarbonyl)-2-[2-(4-nitrobenzyloxycarbonylamino)ethyloxymethyl]pyrrolidine (0.92 g).

1. stirringthe mixture was stirred at 0°-5° C. for 30 minutes
2. washThe reaction mixture was washed with water (20 ml)
3. dry with materialdried over magnesium sulfate
4. concentrationconcentrated under reduced pressure
5. customto give a syrup
6. washeluted with a mixture of methanol and chloroform (1:99 V/V)

ORD 기록

ord-f7333e13b2de475cba80312430e42d93

출처 데이터셋

uspto-grants-1990_10

DOI

10.6084/m9.figshare.5104873.v1

특허 번호

US04963543