反応 #6583

ord-7b615b850a714ed28667ec5cac687e9c

反応方程式

CCCCc1nc(Cl)c(CO)n1Cc1ccccc1Cl
( i )
CCCCc1nc(Cl)c(CO)n1Cc1ccccc1Cl
2-n-butyl-4-chloro-1-(2-chlorophenyl)methyl-5-hydroxymethyl-1H-imidazole
COC(=O)[C@@H](N)Cc1cccs1
β-(2-thienyl)alanine methyl ester
COC(=O)c1ccc(CBr)cc1
4-carbomethoxybenzyl bromide
COC(=O)[C@@H](N)Cc1ccccc1
phenylalanine methyl ester
[BH3-]C#N.[Na+]
sodium cyanoborohydride
[BH4-].[Na+]
sodium borohydride
CCCCc1nc(Cl)c(CN[C@@H](Cc2ccccc2)C(=O)O)n1Cc1ccccc1Cl
( ii )
CCCCc1nc(Cl)c(CN[C@@H](Cc2ccccc2)C(=O)O)n1Cc1ccccc1Cl
N-[{1-[(2 chlorophenyl)methyl]-2-n-butyl-4-chloro-1H-imidazol-5-yl}methyl]phenylalanine
CCCCc1ncc(CN[C@@H](Cc2cccs2)C(=O)O)n1Cc1ccc(C(=O)O)cc1
title compound
CCCCc1ncc(CN[C@@H](Cc2cccs2)C(=O)O)n1Cc1ccc(C(=O)O)cc1
N-[{1-[(4-Carboxyphenyl)methyl]-2-n-butyl-1H-imidazol-5-yl}methyl]-β-(2-thienyl)alanine

反応条件

詳細条件
See reaction.notes.procedure_details.

実験手順

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.

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US05248689uspto-grants-1993_09