Reaction #83548

Reaction equation

3-{3-hydroxy-6-[2-(4-methoxycarbonylphenyl)-ethinyl]-2-pyridyl}-propionic acid methyl ester

1-bromo-(3RS)-3,7-dimethyl-6-octene

→

3-{6-[2-(4-methoxycarbonylphenyl)-ethinyl]-3-[(3RS)-3,7-dimethyl-6-octenyloxy]-2-pyridyl}-propionic acid methyl ester

Yield 74.2%

Conditions

Workup

1. 1
   Otherthe crude product is chromatographed on silica gel with hexane/0-10% ethyl acetate

Procedure

Under the conditions of example 1 D, 500 mg of 3-{3-hydroxy-6-[2-(4-methoxycarbonylphenyl)-ethinyl]-2-pyridyl}-propionic acid methyl ester is reacted with 354 mg of 1-bromo-(3RS)-3,7-dimethyl-6-octene, worked up, and the crude product is chromatographed on silica gel with hexane/0-10% ethyl acetate. 522 mg of 3-{6-[2-(4-methoxycarbonylphenyl)-ethinyl]-3-[(3RS)-3,7-dimethyl-6-octenyloxy]-2-pyridyl}-propionic acid methyl ester is obtained as yellow oil.

Source