Sulfuric Acid → (2S,4R)-2-(allyloxycarbonylmethyloxymethyl)-4-methanesulfonyloxy-1-(4-nitrobenzyloxycarbonyl)pyrrolidine

A solution of (2S,4R)-2-(carboxymethyloxymethyl)-4-methanesulfonyloxy-1-(4-nitrobenzyloxycarbonyl)pyrrolidine (5.20 g) in allyl alcohol (52 ml) was refluxed in the presence of sulfuric acid (0.5 ml) for 5 hours. After cooling, triethylamine (3.14 ml) was added to the mixture. The mixture was concentrated under reduced pressure to give a syrup. The syrup was dissolved in ethyl acetate (100 ml), washed in turn with water (100 ml) and brine (100 ml), dried over magnesium sulfate, and concentrated under reduced pressure to give (2S,4R)-2-(allyloxycarbonylmethyloxymethyl)-4-methanesulfonyloxy-1-(4-nitrobenzyloxycarbonyl)pyrrolidine (6.05 g).

1. temperatureAfter cooling
2. concentrationThe mixture was concentrated under reduced pressure
3. customto give a syrup
4. washwashed in turn with water (100 ml) and brine (100 ml)
5. dry with materialdried over magnesium sulfate
6. concentrationconcentrated under reduced pressure

ORD 기록

ord-78fb0f202c47449789dca84891859557

출처 데이터셋

uspto-grants-1991_01

DOI

10.6084/m9.figshare.5104873.v1

특허 번호

US04983596