Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2066815Generated: November 1, 2026

5-(Azidomethyl)-3-benzyl-1,3-oxazolidin-2-one → (5R)-5-(aminomethyl)-3-benzyl-1,3-oxazolidin-2-one

https://huagongshe.com/reaction/2066815

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-(Azidomethyl)-3-benzyl-1,3-oxazolidin-2-oneHCID 72276561—
ReactantHCID 178418361HCID 178418361—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
Product(5R)-5-(aminomethyl)-3-benzyl-1,3-oxazolidin-2-oneHCID 2825871585%

Reaction Steps

A 40 ml vial was charged with 5-(azidomethyl)-3-benzyl-1,3-oxazolidin-2-one (100 mg, 0.43 mmol, INTERMEDIATE 14), palladium on carbon (5 mg), and methanol (15 ml). The reduction was effected using a balloon filled with hydrogen at room temperature overnight. The catalyst was removed through filtration on a pad of Celite pre-rinsed with methanol. The Celite pad was further rinsed with methanol (2×5 ml) and the eluent concentrated in vacuo to provide 75 mg (85%) of the title compound. Mass spectrum (ESI) 207.2 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08293721B2
Source datasetuspto-grants-2012_10
ORD IDord-85c049d52fa849549ca716c04dadf485
Source noteuspto-grants-2012_10