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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 546359Generated: October 31, 2026

Dicyclohexylcarbodiimide → 3-(4-Hydroxy-phenyl)-2-(2-{2-[3-(4-hydroxy-phenyl)-propionyloxy]-acetoxy}-acetylamino)-propionic acid methyl ester

https://huagongshe.com/reaction/546359

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDicyclohexylcarbodiimideHCID 10868—
Reactant3-(4-Hydroxy-phenyl)-propionic acid carboxymethyl esterHCID 58427508—
Reactant2-(2-Hydroxy-acetylamino)-3-(4-hydroxy-phenyl)-propionic acid methyl esterHCID 58895805—
SolventDichloromethaneHCID 6344—
Product3-(4-Hydroxy-phenyl)-2-(2-{2-[3-(4-hydroxy-phenyl)-propionyloxy]-acetoxy}-acetylamino)-propionic acid methyl esterHCID 58427512—

Reaction Steps

A solution of 3-(4-hydroxy-phenyl)-propionic acid carboxymethyl ester 5 (10 grams, 44.64 mmol) and 2-(2-hydroxy-acetylamino)-3-(4-hydroxy-phenyl)-propionic acid methyl ester 3 (11.3 grams, 44.66 mmol) in anhydrous dichloro methane (100 mL) under a nitrogen atmosphere at 0° C. is added dropwise to a solution of 1,3-dicyclohexyl carbodiimide (23 grams, 111.47 mmol) in dichloro methane (60 mL). The resulting solids are filtered off. The organic phase is washed with 5% sodium bicarbonate (2×25 mL) and water (2×25 mL), dried over sodium sulphate, and distilled to give crude 8, which can be purified in an appropriate solvent.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07935843B2
Source datasetuspto-grants-2011_05
ORD IDord-0d1b5501128846deb68271661ce61039
Source noteuspto-grants-2011_05