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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2284047Generated: October 31, 2026

Methanesulfonyl chloride → Tert-butyl 3-(methanesulfonyloxy)pyrrolidine-1-carboxylate

https://huagongshe.com/reaction/2284047

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanesulfonyl chlorideHCID 31297—
ReactantDiisopropylethylamineHCID 81531—
Reactant1-Boc-3-pyrrolidinolHCID 4416939—
SolventDichloromethaneHCID 6344—
SolventEthyl AcetateHCID 8857—
ProductTert-butyl 3-(methanesulfonyloxy)pyrrolidine-1-carboxylateHCID 4139999—

Reaction Steps

To a solution of 3-hydroxy-pyrrolidine-1-carboxylic acid tert-butyl ester (2000.00 mg; 10.68 mmol; 1.00 eq.) in DCM 10 ml added ethyl-diisopropyl-amine (2.49 ml; 13.89 mmol; 1.30 eq.), then added dropwise methanesulfonyl chloride (0.89 ml; 11.22 mmol; 1.05 eq.) at 0° C., the reaction mixture was stirred for overnight at RT. TLC (EA/HEX=7:3) showed staring material converted to desired completed. Diluted the reaction solution with EA, washed with brine, organic layer was dried, filtered through silica gel 10 g, most color material was absorbed on silica gel, the filtrate was evaporated off solvent, got residue as title compound directly using for the next step reaction, TLC was clean.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09145392B2
Source datasetuspto-grants-2015_09
ORD IDord-d8a5be8550f54f5ba6eb6ddd8ff87906
Source noteuspto-grants-2015_09