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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 604550Generated: October 30, 2026

Triethylamine → (4R)-4-Methyl-4-[2-(1-methyl-1H-pyrrol-2-yl)ethyl]-1,3-oxazolidin-2-one

https://huagongshe.com/reaction/604550

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantDi-tert-butyl dicarbonateHCID 90495—
ReactantHCID 66672978HCID 66672978—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventDichloromethaneHCID 6344—
Product(4R)-4-Methyl-4-[2-(1-methyl-1H-pyrrol-2-yl)ethyl]-1,3-oxazolidin-2-oneHCID 1844813853.1%

Reaction Steps

The obtained (2R)-2-amino-2-methyl-4-(1-methylpyrrol-2-yl)butan-1-ol 1/2 D-(−)-tartrate (41.4 mg, 0.16 mmol) was suspended in methylene chloride (1.6 mL) and di-t-butyl dicarbonate (0.176 g, 0.810 mmol), triethylamine (0.225 mL, 1.62 mmol) and 4-dimethylaminopyridine (2.0 mg, 0.016 mmol) were added thereto, followed by stirring of the mixture at room temperature for 30 minutes. The solvent was evaporated under reduced pressure and the residue was purified by silica gel chromatography (hexane:ethyl acetate 3:2-2:1) to obtain (4R)-4-methyl-4-[2-(1-methylpyrrol-2-yl)ethyl]-1,3-oxazolidin-2-one (17.7 mg, yield: 53%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07910617B2
Source datasetuspto-grants-2011_03
ORD IDord-cbabe87644a34bde879b34c0057bbe41
Source noteuspto-grants-2011_03