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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 24646Generated: October 25, 2026

Toluene → N-(2,6-dichlorobenzoyl)-4-[2-[2-(methoxycarbonyl)ethenyl]phenyl]-L-phenylalanine methyl ester

https://huagongshe.com/reaction/24646

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantAcetic acid, 2-(triphenylphosphoranylidene)-, methyl esterHCID 17453—
ReactantN-(2,6-Dichlorobenzoyl)-4-(2-formylphenyl)-L-phenylalanine methyl esterHCID 54369932—
ProductN-(2,6-dichlorobenzoyl)-4-[2-[2-(methoxycarbonyl)ethenyl]phenyl]-L-phenylalanine methyl esterHCID 54296539—

Reaction Conditions

Temperature80 °C

Reaction Steps

N-(2,6-Dichlorobenzoyl)-4-(2-formylphenyl)-L-phenylalanine methyl ester (51.7 mg) and (triphenylphosphoranylidene)acetic acid methyl ester (75.8 mg) were dissolved in anhydrous toluene (1 mL) and stirred at 80° C. under N2 for 18 h. The mixture was allowed to cool and purified by preparative TLC (silica gel) using hexanes/EtOAc (2:1) as eluent to give N-(2,6-dichlorobenzoyl)-4-[2-[2-(methoxycarbonyl)ethenyl]phenyl]-L-phenylalanine methyl ester (48.0 mg). ESMS: m/z 512 (MH+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06855843B2
Source datasetuspto-grants-2005_02
ORD IDord-07fe43342f9045cda61fb035156ecdbf
Source noteuspto-grants-2005_02