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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1359702Generated: November 1, 2026

Triethylamine → HCID 69994491, compound

https://huagongshe.com/reaction/1359702

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 15908—
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactant1,2-Pyrrolidinedicarboxylic acid, 1-(1,1-dimethylethyl) ester, (2S)-HCID 85083—
Reactant(R)-3-PyrrolidinolHCID 2759337—
SolventDimethylformamideHCID 6228—
ProductHCID 69994491HCID 6999449183.2%

Reaction Steps

To a mixture of N-(tert-butoxycarbonyl)-L-proline (2 g, 9.3 mmol), EDAC (3.5 g, 18 mmol), HOBt (1.35 g, 10 mmol) in DMF (20 mL) was added triethylamine (2 mL, 14 mmol) and (R)-(+)-3-pyrrolidinol (1.5 mL, 18 mmol). After stirring at room temperature for 48 h, the reaction was quenched with water and sodium bicarbonate solution. It was then extracted with 5% of methanol in dichloromethane. The residue was purified on a silica gel column eluting with 10% of methanol in dichloromethane to give 2.2 g (83%) of (S)-2-((R)-3-hydroxy-pyrrolidin-1-ylcarbonyl)-pyrrolidine-1-carboxylic acid tert-butyl ester.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06599902B2
Source datasetuspto-grants-2003_07
ORD IDord-c3cb4050702e450a9bda3c0beb52be9d
Source noteuspto-grants-2003_07