Reacción #62693

Ecuación de reacción

3-(4-[2-(tetrahydropyran-2-yloxy)ethyl]phenoxy)propyl acetoacetate

2,6-dimethyl-3-carbomethoxy-4-(3-nitrophenyl)-5-(8-bromooctyloxycarbonyl)-1,4-dihydropyridine

methyl 3-aminocrotonate

methyl(4-benzylthiophenyl)acetate

3-nitrobenzaldehyde

ethanol

→

2,6-dimethyl-3-carbomethoxy-4-(3-nitrophenyl)-5-[3-(4-[2-(tetrahydropyran-2-yloxy)ethyl]phenoxy)propoxycarbonyl]-1,4-dihydropyridine

2,6-dimethyl-3-carbomethoxy-4-(3-nitrophenyl)-5-(3-[4-(2-tetrahydropyran-2-yloxyethyl)phenoxy]propoxycarbonyl)-1,4-dihydropyridine

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturais heated
2. 2
   Temperaturaat reflux for about 12 hours
3. 3
   OtroThe solvent is removed under reduced pressure
4. 4
   Otrothe residue purified

Procedimiento

A mixture of 3-(4-[2-(tetrahydropyran-2-yloxy)ethyl]phenoxy)propyl acetoacetate (2, 5 g), methyl 3-aminocrotonate (3, 2.3 g), 3-nitrobenzaldehyde (4, 2.9 g) and ethanol (70 mL) is heated at reflux for about 12 hours. The solvent is removed under reduced pressure and the residue purified using silica gel chromatography (90/10CH2Cl2 /acetone) to yield 2,6-dimethyl-3-carbomethoxy-4-(3-nitrophenyl)-5-[3-(4-[2-(tetrahydropyran-2-yloxy)ethyl]phenoxy)propoxycarbonyl]-1,4-dihydropyridine (1, mp<55° C.).

Fuente