反応 #1994337

反応方程式

(R)-2-(1,3-dioxoisoindolin-2-yl)-4-(methylthio)butanoic acid

hydrogen peroxide

→

title compound

(2R)-2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-4-(methylsulfinyl)butanoic acid

溶媒

methanol

methanol

反応条件

後処理

1. 1
   温度then warmed to rt over a further 24 hours
2. 2
   workup.WAITto 30° C. for 5 h
3. 3
   その他The reaction mixture was evaporated under vacuum

実験手順

To a solution of (R)-2-(1,3-dioxoisoindolin-2-yl)-4-(methylthio)butanoic acid (87.124 g, 312 mmol) from preparation 54 in methanol (750 ml) was added hydrogen peroxide (pre-cooled to −30° C.; 38.9 g, 343 mmol) in methanol (250 ml) at −20° C. The reaction mixture was stirred at −20° C. overnight (by use of a cryostat) then warmed to rt over a further 24 hours then to 30° C. for 5 h, LCMS suggesting 95% conversion. The reaction mixture was evaporated under vacuum to give the title compound as a mixture of diastereoisomers that were progressed directly in preparation 3.

出典