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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1860346Generated: October 27, 2026

3,4-Di-(4-fluorobenzyloxy)caffeic acid → n-[Nalpha-(3,4-di-(4-fluorobenzyloxy)caffeoyl)-ndelta-trityl-l-glutaminyl]-3-hydroxy-4-methoxyaniline

https://huagongshe.com/reaction/1860346

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3,4-Di-(4-fluorobenzyloxy)caffeic acidHCID 18627081—
ReactantN-[Nalpha-(9-fluorenylmethoxycarbonyl)-Ndelta-trityl-L-glutaminyl]-3-hydroxy-4-methoxyanilineHCID 22976129—
Productn-[Nalpha-(3,4-di-(4-fluorobenzyloxy)caffeoyl)-ndelta-trityl-l-glutaminyl]-3-hydroxy-4-methoxyanilineHCID 22976104—

Reaction Steps

The title compound was prepared from N-[Nα-(9-fluorenylmethoxycarbonyl)-Nδ-trityl-L-glutaminyl]-3-hydroxy-4-methoxyaniline (565 mg, 0.8 mmol, example 109, step A) as described for example 109 (step B) using 3,4-di-(4-fluorobenzyloxy)caffeic acid (459 mg, 1.2 mmol) instead of N-(4-fluorobenzyl)indole-2-carboxylic acid. The crude material was purified by flash chromatography using successively 15%, 20% and 30% EtOAc/CH2Cl2 as the eluent. The title compound was obtained as white crystals (250 mg, 37%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06528655B1
Source datasetuspto-grants-2003_03
ORD IDord-490f4ae4a4494ba2ae5776ab4e14353b
Source noteuspto-grants-2003_03