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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 22450Generated: October 26, 2026

Diethyl Ether → tert-butyl N-[(2S)-4-methyl-1-oxopentan-2-yl]carbamate

https://huagongshe.com/reaction/22450

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
ReactantPotassium bisulfateHCID 516920—
Reactant(S)-N-methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamideHCID 11119284—
ReactantAluminium lithium hydrideHCID 21226445—
SolventWaterHCID 962—
Producttert-butyl N-[(2S)-4-methyl-1-oxopentan-2-yl]carbamateHCID 104275—

Reaction Steps

Lithium aluminum hydride (2.5 equiv.) is added to a stirred solution of compound (7). Reduction is complete within 15-20 minutes. The mixture is hydrolyzed with a solution of potassium hydrogen sulfate in water. Ether is added and the aqueous phase is separated and extracted. The organic phases are combined, washed with 1N HCl saturated sodium hydrogen carbonate and saturated sodium chloride, and dried with magnesium sulfate. The solvent is evaporated to leave the desired product

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05428019
Source datasetuspto-grants-1995_06
ORD IDord-c05cdbbfbba14f20a453eb4c70efeaa1
Source noteuspto-grants-1995_06