Reaction #6583

Reaction equation

( i )

2-n-butyl-4-chloro-1-(2-chlorophenyl)methyl-5-hydroxymethyl-1H-imidazole

β-(2-thienyl)alanine methyl ester

4-carbomethoxybenzyl bromide

phenylalanine methyl ester

sodium cyanoborohydride

sodium borohydride

( ii )

N-[{1-[(2 chlorophenyl)methyl]-2-n-butyl-4-chloro-1H-imidazol-5-yl}methyl]phenylalanine

→

title compound

N-[{1-[(4-Carboxyphenyl)methyl]-2-n-butyl-1H-imidazol-5-yl}methyl]-β-(2-thienyl)alanine

Conditions

Procedure

The title compound was prepared following the procedure of Example 3 [(i) method B and (ii)] replacing 2-chlorobenzyl bromide with 4-carbomethoxybenzyl bromide, phenylalanine methyl ester with β-(2-thienyl)alanine methyl ester and sodium cyanoborohydride with sodium borohydride; mp 151°-152° C.

Source