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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2093144Generated: November 2, 2026

benzyl [(1S,2R)-2-hydroxy-1-methyl-2-pyridin-4-ylethyl]carbamate → 4-Methyl-5-phenyl-2-oxazolidinone, (4S,5R)-

https://huagongshe.com/reaction/2093144

Reaction equation

Participants

RoleNameHCIDCharge
Reactantbenzyl [(1S,2R)-2-hydroxy-1-methyl-2-pyridin-4-ylethyl]carbamateHCID 86630532—
SolventWaterHCID 962—
SolventKOH MeOH THFHCID 86630533—
Product4-Methyl-5-phenyl-2-oxazolidinone, (4S,5R)-HCID 853161—

Reaction Steps

A solution of benzyl [(1S,2R)-2-hydroxy-1-methyl-2-pyridin-4-ylethyl]carbamate in 7.5N aq. KOH/MeOH/THF (1:2:4, 7 mL) was stirred at room temperature overnight. The reaction was diluted with water (20 mL) and extracted with EtOAc (3×20 mL). The combined organic layers were dried (Na2SO4) and concentrated in vacuo to afford (4S,5R)-4-methyl-5-phenyl-1,3-oxazolidin-2-one. LCMS calc.=179.1; found=179.2 (M+1)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08440702B2
Source datasetuspto-grants-2013_05
ORD IDord-0e50530411de4e3987a2137846b041d4
Source noteuspto-grants-2013_05