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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1253051Generated: November 4, 2026

Triethylamine → 1-((2S)-2-(N-((1S)-1-Ethoxycarbonyl-3-phenylpropyl)amino)propionyl)-4-(2,3-dichloro-4-((ethoxycarbonyl)methoxy)benzoyl)methyleneproline ethyl ester

https://huagongshe.com/reaction/1253051

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantN-((1S)-1-ethoxycarbonyl-3-phenylpropyl)-N-(2,2,2-trichloroethoxycarbonyl)alanineHCID 13376527—
Reactant4-(2,3-Dichloro-4-((ethoxycarbonyl)methoxy)benzoyl)methylene proline ethyl esterHCID 57320079—
SolventDichloromethaneHCID 6344—
Product1-((2S)-2-(N-((1S)-1-Ethoxycarbonyl-3-phenylpropyl)amino)propionyl)-4-(2,3-dichloro-4-((ethoxycarbonyl)methoxy)benzoyl)methyleneproline ethyl esterHCID 67740826—

Reaction Steps

The acid chloride from 6.7 g (14.7 mmol) of N-((1S)-1-ethoxycarbonyl-3-phenylpropyl)-N-(2,2,2-trichloroethoxycarbonyl)alanine (Example 7A) is dissolved in 25 ml CH2Cl2 and added dropwise to a solution of 6.3 g (14.6 mmol) of 4-(2,3-dichloro-4-((ethoxycarbonyl)-methoxy)benzoyl)methylene proline ethyl ester and 1.6 g (15.8 mmol) of triethylamine in 100 ml CH2Cl2. Further reaction and purification as in example 7A gives the desired amide.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04746676
Source datasetuspto-grants-1988_05
ORD IDord-459e193706be4de2b55594c5246ef384
Source noteuspto-grants-1988_05