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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2402931Generated: October 25, 2026

Dichloromethane → N5-(3-chloro-4-methyl-5-sulfophenyl)-L-glutamine

https://huagongshe.com/reaction/2402931

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
Reactant1,1'-CarbonyldiimidazoleHCID 68263—
Reactant4-Amino-6-chlorotoluene-2-sulphonic acidHCID 80805—
ReactantBoc-Glu-OtBu hydrochlorideHCID 131731743—
SolventTrifluoroacetic acidHCID 6422—
SolventTetrahydrofuranHCID 8028—
ProductN5-(3-chloro-4-methyl-5-sulfophenyl)-L-glutamineHCID 45275785—

Reaction Steps

1 mL of Methylene chloride and 1 mL of THF were added to 303 mg (1 mmol) of Boc-Glu-OtBu hydrochloride and 180 mg (1.1 mmol) of CDI. 221 mg of 5-Amino-3-chloro-2-methylbenzenesulfonic acid was added thereof and stirred at room temperature overnight. Purification was conducted in accordance with the purification process A to obtain a protected form of the intended compound. The obtained protected form was dissolved in 5 mL of a trifluoroacetic acid and stirred for 2 hours. After removing a solvent, purification was conducted in accordance with the purification process A to obtain a title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08796485B2
Source datasetuspto-grants-2014_08
ORD IDord-1fd4b1ce99214648b6eb364a2a6eeb73
Source noteuspto-grants-2014_08