反応 #969864

反応方程式

2-(dimethylamino)-4-(pyridin-2-yldisulfanyl)butanoic acid

1-hydroxypyrrolidine-2,5-dione

EDC

→

title product

収率 35.0%

2,5-dioxopyrrolidin-1-yl 2-(dimethylamino)-4-(pyridin-2-yldisulfanyl)butanoate

収率 35.0%

溶媒

DMA

反応条件

後処理

1. 1
   その他The mixture was evaporated
2. 2
   その他purified on a SiO2 column
3. 3
   洗浄eluted with from 1:10 to 1:4 of methanol/CH2Cl2

実験手順

2-(dimethylamino)-4-(pyridin-2-yldisulfanyl)butanoic acid (218) (92 mg, 0.338 mmol), 1-hydroxypyrrolidine-2,5-dione (65 mg, 0.565 mmol) and EDC (185 mg, 0.965 mmol) was stirred in 3 ml of DMA at 50° C. overnight. The mixture was evaporated and purified on a SiO2 column eluted with from 1:10 to 1:4 of methanol/CH2Cl2 to afford 43 mg (35%) of the title product. 1H NMR (CDl3OD) 8.40 (m, 1H), 7.83 (m, 2H), 7.22 (m, 1H), 3.34 (m, 1H), 2.82 (m, 2H), 2.75 (s, 4H), 2.66 (s, 6H), 1.98 (m, 2H); 13C NMR 177.21, 161.78, 161.12, 150.68, 139.37, 122.70, 121.66, 70.80, 44.16, 43.15, 36.06, 27.38; ESI MS m/z+369.2 (M+H).

出典