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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 623353Generated: October 29, 2026

Methanesulfonic Acid → 2-Methyl-L-proline

https://huagongshe.com/reaction/623353

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanesulfonic AcidHCID 6395—
ReactantTriethylamineHCID 8471—
Reactant(2S)-1-(tert-Butoxycarbonyl)-2-methylpyrrolidine-2-carboxylic acidHCID 11206950—
Solvent1,2-DichloroethaneHCID 11—
Product2-Methyl-L-prolineHCID 6993664—

Reaction Conditions

Temperature25 °C

Reaction Steps

Methanesulfonic acid (252 mg, 2.6 mmol) was added to a solution of (S)—N-(tert-butoxycarbonyl)-2-methylproline (500 mg, 2.2 mmol) and 1,2-dichloroethane (2.53 g), and the mixture was stirred at 25° C. for 3 hours. When triethylamine (265 mg, 2.6 mmol) was added thereto, a solid was precipitated. The solid was sufficiently precipitated, and then the solution was stirred at 25° C. for 30 minutes and further stirred at 25° C. for 2 hours. Thereafter, the solid was then separated by filtration under reduced pressure. The solid was washed with 1,2-dichloroethane (0.2 mL), and then was subjected to vacuum drying. Thereby, the titled compound was produced as a white solid (197 mg, yield of 69%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09302980B2
Source datasetuspto-grants-2016_04
ORD IDord-dd5278d7a5ae40de88fa47dff3132cbf
Source noteuspto-grants-2016_04