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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1650857Generated: November 1, 2026

Methanol → (2S,4R)-4-methanesulfonyloxy-2-(2-oxoimidazolidin-1-yl)carbonylpyrrolidine

https://huagongshe.com/reaction/1650857

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
Reactant(2S,4R)-4-methanesulfonyloxy-1(4-nitrobenzyloxycarbonyl)-2-(2-oxoimidazolidin-1-yl)carbonylpyrrolidineHCID 15056143—
ReactantHCID 178418361HCID 178418361—
CatalystPalladiumHCID 23938—
SolventTetrahydrofuranHCID 8028—
Product(2S,4R)-4-methanesulfonyloxy-2-(2-oxoimidazolidin-1-yl)carbonylpyrrolidineHCID 1863927981.9%

Reaction Steps

A mixture of (2S,4R)-4-methanesulfonyloxy-1-(4-nitrobenzyloxycarbonyl)-2-(2-oxoimidazolidin-1-yl)carbonylpyrrolidine (30 g), 10% palladium on carbon (10 g), methanol (300 ml) and tetrahydrofuran (150 ml) was stirred for 5 hours under atmospheric pressure of hydrogen at ambient temperature. After the catalyst was filtered off, the filtrate was evaporated in vacuo to give a residue. The residue was chromatographed on silica gel (250 g) eluting with a mixture of chloroform and methanol (9:1 V/V). The fractions containing the desired compound were collected and evaporated in vacuo to give (2S,4R)-4-methanesulfonyloxy-2-(2-oxoimidazolidin-1-yl)carbonylpyrrolidine (14.92 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04925838
Source datasetuspto-grants-1990_05
ORD IDord-3c7f6a5bdf3f434ea6c185c341c450ba
Source noteuspto-grants-1990_05