반응 #78202

반응 방정식

benzyl (4R)-4-t-butoxycarbonylamino-5-(5-cyano-2-iodophenoxy)pentanoate

methyl 2-acetamidoacrylate

tris(2-methylphenyl)phosphine

triethylamine

→

title compound

Methyl 2-acetamido-3-[2-[(2R)-4-benzyloxycarbonyl-2-(t-butoxycarbonylamino)butoxy]-4-cyanophenyl]acrylate

용매

DMF

반응 조건

후처리

1. 1
   기타The solvent was evaporated
2. 2
   workup.ADDITIONthe residue was treated with ethyl acetate as the extracting solvent by an ordinary method
3. 3
   기타purified by the silica gel chromatography (ethyl acetate/hexane)

실험 절차

5.72 g (10.4 mmol) of benzyl (4R)-4-t-butoxycarbonylamino-5-(5-cyano-2-iodophenoxy)pentanoate was stirred together with 3.0 g (21 mmol) of methyl 2-acetamidoacrylate, 2.0 g (6.6 mmol) of tris(2-methylphenyl)phosphine, 270 mg (1.1 mmol) of palladium (II) acetate and 3.54 g (35 mmol) of triethylamine in 50 ml of DMF at 100° C. for 5 hours. The solvent was evaporated, and the residue was treated with ethyl acetate as the extracting solvent by an ordinary method and then purified by the silica gel chromatography (ethyl acetate/hexane) to obtain the title compound.

출처