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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2288768Generated: November 1, 2026

HCID 54319343, compound → (S)-N-[[3-[3-fluoro4-[cis-3-(hydroxyacetyl)-3,7-diazabicyclo[3.3.0]octan-7-yl]phenyl]-2-oxo-5-oxazolidinyl]methyl]acetamide

https://huagongshe.com/reaction/2288768

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHCID 54319343HCID 54319343—
ReactantHCID 178418361HCID 178418361—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
Product(S)-N-[[3-[3-fluoro4-[cis-3-(hydroxyacetyl)-3,7-diazabicyclo[3.3.0]octan-7-yl]phenyl]-2-oxo-5-oxazolidinyl]methyl]acetamideHCID 53675954—

Reaction Steps

The (S)-N-[[3-[3-fluoro-4-[cis-3-(benzyloxyacetyl)-3,7-diazabicyclo[3.3.0]octan-7-yl]phenyl]-2-oxo-5-oxazolidinyl]methyl]acetamide (110 mg, 0.22 mmol), methanol (25 mL) and 10% palladium on carbon (100 mg) are combined and placed under 40 p.s.i. of hydrogen and shaken for 5 days. The reaction is filtered through celite, concentrated in vacuo, and chromatographed on silica gel (230-400 mesh, 100 mL), eluting with chloroform/methanol (95/5). The appropriate fractions are combined (Rf =0.20, TLC, chloroform/methanol, 90/10) and concentrated in vacuo to give the title compound, mp 167-168° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06090820
Source datasetuspto-grants-2000_07
ORD IDord-3df5f271672b4c72a785655dc0eaeb5f
Source noteuspto-grants-2000_07