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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 6487Generated: October 25, 2026

Methyl 4-(bromomethyl)benzoate → N-[{1-[(4-Carboxyphenyl)methyl]-2-n-butyl-1H-imidazol-5-yl}methyl]-beta-(2-thienyl)alanine

https://huagongshe.com/reaction/6487

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl 4-(bromomethyl)benzoateHCID 256687—
ReactantL-Phenylalanine, methyl esterHCID 736234—
ReactantSodium borohydrideHCID 4311764—
ReactantSodium cyanoborohydrideHCID 5003444—
Reactant(S)-Methyl 2-amino-3-(thiophen-2-yl)propanoateHCID 10899351—
Reactant2-n-butyl 4-chloro 1-(2-chlorophenyl)methyl-5-hydroxymethyl-1H-imidazoleHCID 13074095—
ReactantN-[{1-[(2 chlorophenyl)methyl]-2-n-butyl-4-chloro-1H-imidazol-5-yl}methyl]phenylalanineHCID 53988647—
ProductN-[{1-[(4-Carboxyphenyl)methyl]-2-n-butyl-1H-imidazol-5-yl}methyl]-beta-(2-thienyl)alanineHCID 44316969—

Reaction Steps

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.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05248689
Source datasetuspto-grants-1993_09
ORD IDord-7b615b850a714ed28667ec5cac687e9c
Source noteuspto-grants-1993_09