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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 546366Generated: October 26, 2026

3-(4-Hydroxyphenyl)propionic acid → 3-(4-Hydroxy-phenyl)-2-[3-(4-hydroxy-phenyl)-propionylamino]-propionic acid methyl ester

https://huagongshe.com/reaction/546366

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-(4-Hydroxyphenyl)propionic acidHCID 10394—
ReactantDicyclohexylcarbodiimideHCID 10868—
ReactantDL-Methyl tyrosinateHCID 76957—
SolventDichloromethaneHCID 6344—
Product3-(4-Hydroxy-phenyl)-2-[3-(4-hydroxy-phenyl)-propionylamino]-propionic acid methyl esterHCID 11857627—

Reaction Steps

A solution of 3(4-hydroxy phenyl) propionic acid (10 grams, 60.17 mmol) and Example 1 (11.7 grams, 60.00 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(31 grams, 150.24 mmol) in dichloro methane (75 mL). The mixture is stirred at room temperature for 6 hours. 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 23, which can be purified in appropriate solvent.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07935843B2
Source datasetuspto-grants-2011_05
ORD IDord-dba28217c61a4b0e8d72a8c4a731401a
Source noteuspto-grants-2011_05