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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1888322Generated: November 1, 2026

Ammonia → 2-[(2R)-2-({[tert-butyl(dimethyl)silyl]oxy}methyl)-5-oxo-1-pyrrolidinyl]acetamide

https://huagongshe.com/reaction/1888322

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmoniaHCID 222—
ReactantMethyl [(2R)-2-({[tert-butyl(dimethyl)silyl]oxy}methyl)-5-oxo-1-pyrrolidinyl]acetateHCID 56834436—
SolventMethanolHCID 887—
Product2-[(2R)-2-({[tert-butyl(dimethyl)silyl]oxy}methyl)-5-oxo-1-pyrrolidinyl]acetamideHCID 66858038—

Reaction Steps

To a solution of the compound 66 (13.7 g) in methanol (91 mL) was added 28% ammonia (91 mL) at room temperature and the solution was stirred overnight. The reaction solution was concentrated. Brine and ethyl acetate were added thereto and the solution was separated. The aqueous layer was extracted with ethyl acetate. The combined organic layer was dried over anhydrous sodium sulfate and concentrated. The obtained residue was purified by column chromatography on silica gel (ethyl acetate:methanol=1:0→97:3→95:5→90:10) to give the title compound (10.1 g) having the following physical data.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08501793B2
Source datasetuspto-grants-2013_08
ORD IDord-a3a43865a93247eba04c57b001404600
Source noteuspto-grants-2013_08