反应详情

温度

50 °C

19 μL of thionyl chloride was added to 26 mg of (1R,2S,3R,5R,6R)-2-amino-3-(3,4-dichlorobenzylsulfanyl)-6-fluoro-bicyclo[3.1.0]hexane-2,6-dicarboxylic acid suspended in 0.3 mL of benzyl alcohol at ice-cooling, and then the mixture was stirred for 3.5 hours at 50° C. After standing to cool, the reaction solution was concentrated under reduced pressure, and the residue was purified by reverse phase column chromatography (Wako gel 50C18 (Wako Pharmaceutical Industries Ltd.), eluent: water to an aqueous 70% solution of acetonitrile), thereby yielding 5 mg of (1R,2S,3R,5R,6R)-2-amino-3-(3,4-dichlorobenzylsulfanyl)-6-fluoro-bicyclo[3.1.0]hexane-2,6-dicarboxylic acid 6-benzyl ester. 2.19-2.43 (3H, m), 2.47-2.63 (1H, m), 2.96-3.12 (1H, m), 3.75 (1H, d, J=13.2 Hz), 3.81 (1H, d, J=13.2 Hz), 5.22 (2H, s), 7.23-7.54 (8H, m)

1. temperaturecooling
2. temperatureto cool
3. concentrationthe reaction solution was concentrated under reduced pressure
4. customthe residue was purified by reverse phase column chromatography (Wako gel 50C18 (Wako Pharmaceutical Industries Ltd.), eluent