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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 494883Generated: October 25, 2026

Triethylamine → tert-butyl (2S)-2-[(methanesulfonyloxy)methyl]pyrrolidine-1-carboxylate

https://huagongshe.com/reaction/494883

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantMethanesulfonyl chlorideHCID 31297—
Reactant(S)-(-)-N-Boc-prolinolHCID 643448—
SolventDichloromethaneHCID 6344—
Producttert-butyl (2S)-2-[(methanesulfonyloxy)methyl]pyrrolidine-1-carboxylateHCID 10039261101%

Reaction Conditions

Temperature0 °C

Reaction Steps

N-Boc-(2S)-prolinol (6.04 g) in 100 mL of dichloromethane was treated with 4.04 g of triethylamine, cooled to 0° C., and treated with methanesulfonyl chloride (4.0 g) slowly. After stirring at 0° C. for 30 minutes, the reaction was allowed to warm to room temperature, washed with 5% aqueous NaHCO3 solution, dried over sodium sulfate, and concentrated to dryness to give the title compound as an off-white oil (8.47 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07538138B2
Source datasetuspto-grants-2009_05
ORD IDord-833a994639cd4f4f8d723756e456ed88
Source noteuspto-grants-2009_05