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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 705447Generated: October 26, 2026

1,1'-Carbonyldiimidazole → N5-(4-hydroxy-3-sulfophenyl)-L-glutamine

https://huagongshe.com/reaction/705447

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,1'-CarbonyldiimidazoleHCID 68263—
Reactant5-Amino-2-hydroxybenzenesulphonic acidHCID 76076—
Reactant(4S)-5-(tert-butoxy)-4-{[(tert-butoxy)carbonyl]amino}-5-oxopentanoic acidHCID 6993444—
SolventDichloromethaneHCID 6344—
SolventTetrahydrofuranHCID 8028—
ProductN5-(4-hydroxy-3-sulfophenyl)-L-glutamineHCID 123936352—

Reaction Steps

Boc-Glu-OtBu (100 mg, 0.33 mmol) was dissolved in methylene chloride (1 mL) and THF (1 mL). CDI (65 mg, 1.1 mmol) was added thereto and stirred at room temperature for 30 minutes. Then, 5-amino-2-hydroxybenzene sulfonic acid salt (77 mg, 0.33 mmol) was added thereto and stirred overnight at room temperature. After removing a solvent, purification was conducted in accordance with the purification process A. The obtained intermediate was dissolved in 2 mL of TFA and stirred at room temperature for 3 hours, and a solvent was removed therefrom. The obtained product was purified in accordance with the purification process A to obtain a title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09174932B2
Source datasetuspto-grants-2015_11
ORD IDord-8dcbabb5b1054d79917b06eb26747c46
Source noteuspto-grants-2015_11