Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1452585Generated: October 30, 2026

(5R)-5-Azidomethyl-3-(4-(4-t-butyldimethylsilyloxymethylimidazol-1-yl)-3-fluorophenyl)-oxazolidin-2-one → (5S)-3-{4-[4-(tert-Butyl(dimethyl)silyloxymethyl)-1H-imidazol-1-yl]-3-fluorophenyl}-5-(aminomethyl)oxazolidin-2-one

https://huagongshe.com/reaction/1452585

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(5R)-5-Azidomethyl-3-(4-(4-t-butyldimethylsilyloxymethylimidazol-1-yl)-3-fluorophenyl)-oxazolidin-2-oneHCID 57114338—
Reactant(5S)-5-(Aminomethyl)-3-[3-Fluoro-4-(4-methyl-1,2,3-triazol-1-yl)phenyl]-1,3-oxazolidin-2-oneHCID 57526957—
Product(5S)-3-{4-[4-(tert-Butyl(dimethyl)silyloxymethyl)-1H-imidazol-1-yl]-3-fluorophenyl}-5-(aminomethyl)oxazolidin-2-oneHCID 57527007102.6%

Reaction Steps

(5R)-3-{4-[4-(tert-Butyl(dimethyl)silyloxymethyl)-1H-imidazol-1-yl]-3-fluorophenyl}-5-(azidomethyl)oxazolidin-2-one (WO 9928317, WO 9910343, WO 9731917) (2.0 g, 4.17 mmol) was reacted as described for Intermediate 16 to give the title compound (1.8 g) as a solid, which was taken to the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07473699B2
Source datasetuspto-grants-2009_01
ORD IDord-a94102ff3459480291e1dc03937beb79
Source noteuspto-grants-2009_01