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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 493703Generated: October 26, 2026

Potassium Carbonate → Di-tert-butyl 4-(3-((6-chloro-2-naphthyl)sulfonyl)propanoyl)piperazine-1,3-dicarboxylate

https://huagongshe.com/reaction/493703

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 15908—
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactantn-4-Boc-2-piperazinecarboxylic acid tert-butyl esterHCID 2756817—
Reactant3-(6-Chloro-2-naphthyl)sulfonylpropionic acidHCID 11197304—
SolventDichloromethaneHCID 6344—
SolventTriethylamineHCID 8471—
ProductDi-tert-butyl 4-(3-((6-chloro-2-naphthyl)sulfonyl)propanoyl)piperazine-1,3-dicarboxylateHCID 23130894—

Reaction Steps

Di-tert-butyl piperazine-1,3-dicarboxylate (Wu, Guosheng, et al., Enantiomer 6, pp. 343-345, (2001): 4.1 g) was dissolved in dichloromethane (50 mL), and triethylamine (4.0 mL) was added thereto. With ice cooling, 3-((6-chloro-2-naphthyl)sulfonyl)propionic acid (4.3 g), HOBt (2.4 g) and WSC (3.0 g) were added thereto, and the mixture was mixed at room temperature for 16 hours. The reaction solution was basified with an aqueous potassium carbonate solution, then extracted with chloroform, and the extract was dried over anhydrous magnesium sulfate. The solvent was distilled off, and the residue was purified with a silica gel column to give the title compound (5.0 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07534887B2
Source datasetuspto-grants-2009_05
ORD IDord-5dce0c01f2eb4185aa74fe7ad76ceea6
Source noteuspto-grants-2009_05