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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1697697Generated: October 29, 2026

Methyl iodide → HCID 66771920, compound

https://huagongshe.com/reaction/1697697

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantSodium BicarbonateHCID 516892—
ReactantHCID 72208118HCID 72208118—
SolventMethanolHCID 887—
ProductHCID 66771920HCID 6677192069%

Reaction Conditions

Temperature25 °C

Reaction Steps

To a solution of (2S,4R)-4-mercapto-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester (9.5 g, 35.4 mmol) in MeOH (300 ml) were added methyl iodide (24 ml, 363.5 mmol) and NaHCO3 (3.4 g, 39.98 mmol). The reaction mixture was stirred for 12 h at 25° C. After complete consumption of the starting material, the solvent was removed under reduced pressure to get the crude material that was purified by column chromatography over silica gel (25-40% EtOAc/hexane) to obtain the title compound as white solid (6.9 g, 24.4 mmol; 69%). MS (ESI): m/z=276.4 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08163793B2
Source datasetuspto-grants-2012_04
ORD IDord-54f5c76419c94f4fa852c9f6145a75ed
Source noteuspto-grants-2012_04