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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 412444Generated: October 26, 2026

1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → (S)-3{-4-[1-(4-Cyclohex-1-enylphenyl)-3-(3,5-dichlorophenyl)ureidomethyl]benzoylamino}-2-hydroxypropionic acid

https://huagongshe.com/reaction/412444

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 15908—
Reactant1-HydroxybenzotriazoleHCID 75771—
ReactantDiisopropylethylamineHCID 81531—
Reactant4-[1-(4-Cyclohex-1-enylphenyl)-3-(3,5-dichlorophenyl)ureidomethyl]benzoic acidHCID 22311057—
Reactant(S)-2,2-dimethyl-5-oxo-[1,3]dioxolan-4-ylmethylammonium trifluoroacetateHCID 86586053—
SolventDimethylformamideHCID 6228—
Product(S)-3{-4-[1-(4-Cyclohex-1-enylphenyl)-3-(3,5-dichlorophenyl)ureidomethyl]benzoylamino}-2-hydroxypropionic acidHCID 67485046—

Reaction Steps

4-[1-(4-Cyclohex-1-enylphenyl)-3-(3,5-dichlorophenyl)ureidomethyl]benzoic acid (130 mg, 0.26 mmol) was dissolved in DMF (2 mL), then EDAC (50 mg, 0.26 mmol) and HOBt (43 mg, 0.32 mmol) were added and the reaction mixture was stirred at room temperature for 1 hour. The above crude (S)-2,2-dimethyl-5-oxo-[1,3]dioxolan-4-ylmethylammonium trifluoroacetate was dissolved in DMF (1 mL) and added to the reaction mixture together with diisopropylethylamine (450 mg, 3.5 mmol). The mixture was stirred at room temperature for 16 hours.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06562807B2
Source datasetuspto-grants-2003_05
ORD IDord-02ebf157de16404fbabea289291e79d0
Source noteuspto-grants-2003_05