تفاعل #357262

معادلة التفاعل

(2S)-oxiran-2-ylmethyl-3-nitrobenzenesulfonate

N-cyclopropyl-2-hydroxy-4-(trityloxy)benzamide

cesium carbonate

Cs2CO3

→

subtitled compound

المردود 70.9%

N-Cyclopropyl-2-[(2S)-oxiran-2-ylmethoxy]4-(trityloxy)benzamide

المردود 70.9%

المذيبات

dimethylformamide

ظروف التفاعل

المعالجة

1. 1
   أخرىThe reaction mixture was partitioned between ethyl acetate and water
2. 2
   تجفيفThe organic layer was dried over sodium sulphate, Na2SO4
3. 3
   ترشيحfiltered
4. 4
   تركيزconcentrated
5. 5
   أخرىthe residue was purified by silica gel flash chromatography (0-40% ethyl acetate in petroleum ether)

الإجراء التجريبي

A mixture of (2S)-oxiran-2-ylmethyl-3-nitrobenzenesulfonate (119 mg, 0.459 mmol), N-cyclopropyl-2-hydroxy-4-(trityloxy)benzamide (200 mg, 0.459 mmol) and cesium carbonate, Cs2CO3, (186.2 mg, 0.573 mmol) in dimethylformamide (3 mL) was kept on stirring at room temperature overnight. The reaction mixture was partitioned between ethyl acetate and water. The organic layer was dried over sodium sulphate, Na2SO4, filtered, concentrated and the residue was purified by silica gel flash chromatography (0-40% ethyl acetate in petroleum ether) to give the subtitled compound (160 mg).

المصدر