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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1525816Generated: October 27, 2026

Dicyclohexylcarbodiimide → HCID 69248230, compound

https://huagongshe.com/reaction/1525816

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDicyclohexylcarbodiimideHCID 10868—
Reactant1,2-Pyrrolidinedicarboxylic acid, 1-(1,1-dimethylethyl) ester, (2S)-HCID 85083—
Reactant2-(1-(2-Hydroxyethyl)-2,6-dioxopiperidin-3-yl)isoindoline-1,3-dioneHCID 11965271—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventDichloromethaneHCID 6344—
ProductHCID 69248230HCID 6924823076.9%

Reaction Steps

(S)-1-(tert-butoxycarbonyl)pyrrolidine-2-carboxylic acid (374 mg) and 2-(1-(2-hydroxyethyl)-2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione (500 mg) were dissolved in DCM (30 mL). The mixture was stirred on a magnetic stirrer at room temperature. DCC (350 mg) and DMAP (25 mg) were added in one portion and the mixture was allowed to react overnight. The mixture was then filtered to remove dicyclohexylurea. The filter cake was washed several times with DCM, and the filtrates were combined. The filtrates were dried over anhydrous magnesium sulfate and filtered. The solvent was removed by rotary evaporation in vacuo. White solid (658 mg) was obtained after the crude product was purified by silica gel column chromatography (eluted with chloroform: acetone=9:2).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09085563B2
Source datasetuspto-grants-2015_07
ORD IDord-1adf13033327478f9ccdec478c557f45
Source noteuspto-grants-2015_07