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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 278848Generated: October 25, 2026

Caffeic Acid → n-(n'-Caffeoyl-l-tryptophanyl)dopamine

https://huagongshe.com/reaction/278848

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCaffeic AcidHCID 689043—
ReactantN-(N'-tert-butoxycarbonyl-L-tryptophanyl)dopamineHCID 70168262—
Productn-(n'-Caffeoyl-l-tryptophanyl)dopamineHCID 13172315163%

Reaction Steps

The title compound was prepared from N-(N′-tert-butoxycarbonyl-L-tryptophanyl)dopamine obtained in step A of example no. 29 (1.3 g, 2.8 mmol) according to the indications of example 3, for 2 h. The crude intermediate was coupled with caffeic acid (770 mg, 4.3 mmol) according to the indications of example 4. The crude product was purified by flash chromatography using 30% AcOEt/CH2Cl2/1% AcOH and 5-10% MeOH/CH2Cl2/1% AcOH to yield the desired product (899 mg, 63%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06362165B1
Source datasetuspto-grants-2002_03
ORD IDord-0748650c0241478dbb4d1b7a037b4c42
Source noteuspto-grants-2002_03