반응 #7449

반응 방정식

Water

5-[4-(4-(2-amino-2-methoxycarbonylethyl)phenoxy)benzylidene]thiazolidin-2,4-dione hydrochloride

2-t-butoxycarbonylamino propionic acid

N,N′-Dicyclohexylcarbodiimide

→

crude compound

수율 36.3%

5-[4-(4-(2-(2-t-Butoxycarbonylaminopropanamido)-2-methoxycarbonylethyl)phenoxy)benzylidene]thiazolidin-2,4-dione

수율 36.3%

용매

dimethyl formamide

ethyl acetate

반응 조건

후처리

1. 1
   workup.STIRRINGstirred for 15 minutes
2. 2
   workup.STIRRINGstirring
3. 3
   workup.WAITwas continued for another 15 minutes
4. 4
   기타The organic layer was separated
5. 5
   세척washed with water (100 ml)
6. 6
   건조dried over anhydrous sodium sulfate
7. 7
   농축concentrated

실험 절차

A solution of 5-[4-(4-(2-amino-2-methoxycarbonylethyl)phenoxy)benzylidene]thiazolidin-2,4-dione hydrochloride (2 g, 4.6 mmol) and 2-t-butoxycarbonylamino propionic acid (0.87 g, 4.6 mmol) in dimethyl formamide (10 ml) was stirred for 1 h at 0° C. N,N′-Dicyclohexylcarbodiimide (1.139 g, 5.5 mmol) was added to this solution and stirring was continued for 2 h at ambient temperature. Water (200 ml) was added to the reaction mixture, stirred for 15 minutes, ethyl acetate (250 ml) added and stirring was continued for another 15 minutes. The organic layer was separated and washed with water (100 ml), dried over anhydrous sodium sulfate and concentrated to furnish the crude compound which was purified by column chromatography (0.95 g, yield 36.3%).

출처