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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1955115Generated: October 31, 2026

Sodium borohydride → (S)-N-[[3-[3-Fluoro-4-(4-(1-hydroxyethyl)-1H-1,2,3-triazol-1-yl)phenyl]-2-oxo-5-oxazolidinyl]methyl]acetamide

https://huagongshe.com/reaction/1955115

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium borohydrideHCID 4311764—
Reactant(S)-N-[[3-[4-Azido-3-fluorophenyl]-2-oxo-5-oxazolidinyl]methyl]acetamideHCID 10708829—
ReactantMeOH tetrahydrofuranHCID 21899815—
Product(S)-N-[[3-[3-Fluoro-4-(4-(1-hydroxyethyl)-1H-1,2,3-triazol-1-yl)phenyl]-2-oxo-5-oxazolidinyl]methyl]acetamideHCID 5371512880%

Reaction Steps

A solution of 150 mg(0.40 mmol) of the compound of Example 17 in 10 mL 1:1 THF-methanol was treated with 15 mg(0.4 mmol) of sodium borohydride followed by stirring at ambient temperature for 18 h. The mixture was concentrated in vacuo, dissolved in 1:1 methanol-dichloromethane and filtered. The filtrate was concentrated in vacuo and the residue was subjected to radial chromatography on a 2 mm chromatotron plate. These procedures afforded 120 mg(80%) of the title compound as awhite solid. Mass Spectrum (EI): m/z 363, 291, 276, 250, 217, 207, 191, 179, 163, 148, 135, 123, 85, 56.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06124334
Source datasetuspto-grants-2000_09
ORD IDord-772a3d3bf2f1422bafaf9a17b00e9070
Source noteuspto-grants-2000_09