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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 493713Generated: October 29, 2026

1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → Di-tert-butyl 4-(3-((6-chloro-2-naphthyl)sulfonyl)propanoyl)piperazine-1,3-dicarboxylate

https://huagongshe.com/reaction/493713

Reaction equation

Participants

RoleNameHCIDCharge
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—
SolventAcetonitrileHCID 6342—
SolventTriethylamineHCID 8471—
ProductDi-tert-butyl 4-(3-((6-chloro-2-naphthyl)sulfonyl)propanoyl)piperazine-1,3-dicarboxylateHCID 23130894383.1%

Reaction Steps

3-((6-Chloro-2-naphthyl)sulfonyl)propanoic acid (0.33 g), HOBt (2.30 g) and WSC (2.88 g) were added to acetonitrile (50 mL) and mixed for 15 minutes. Then, di-tert-butyl piperazine-1,3-dicarboxylate (2.99 g) and triethylamine (3.03 g) were added thereto, and the mixture was mixed at room temperature for 15 hours. The reaction solution was concentrated under reduced pressure, and the residue was diluted with ethyl acetate and an aqueous potassium carbonate solution. The organic layer was collected by separation, and dried over anhydrous sodium sulfate. The solvent was distilled off, and the residue was purified with a silica gel column to give the title compound (2.40 g) as a colorless powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07534887B2
Source datasetuspto-grants-2009_05
ORD IDord-896469730cd045fa8a5ab651660a0b28
Source noteuspto-grants-2009_05