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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1167417Generated: October 31, 2026

Triphenylphosphine → (5R)-3-[4-(3,6-dihydro-2H-pyran-4-yl)-3-fluoro-phenyl]-5-[(5-methylisoxazol-3-yl)oxymethyl]oxazolidin-2-one

https://huagongshe.com/reaction/1167417

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
ReactantHymexazolHCID 24781—
ReactantDiisopropyl azodicarboxylateHCID 5363146—
Reactant5(R)-hydroxymethyl-3-(3-fluoro-4-(3,6-dihydro-(2H)-pyran-4-yl)phenyl)oxazolidin-2-oneHCID 18684841—
SolventTetrahydrofuranHCID 8028—
Product(5R)-3-[4-(3,6-dihydro-2H-pyran-4-yl)-3-fluoro-phenyl]-5-[(5-methylisoxazol-3-yl)oxymethyl]oxazolidin-2-oneHCID 49737846.1%

Reaction Steps

5(R)-hydroxymethyl-3-(3-fluoro-4-(3,6-dihydro-(2H)-pyran-4-yl)phenyl)oxazolidin-2-one (300 mg, 1.02 mmol), 3-hydroxy-5-methylisoxazole (120 mg, 1.21 mmol), triphenylphosphine (270 mg, 1.03 mmol) and diisopropylazodicarboxylate (204 mg, 1.01 mmol) were reacted in THF (8.0 ml) using the general method of Example 1. The resultant product was purified by flash chromatography (Merck 9385 silica, EtOAc/isohexane (7:3) eluant) to give the title product (176 mg, 46%) as a crystalline solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06617339B1
Source datasetuspto-grants-2003_09
ORD IDord-9759d8846940478da0863aa0df55681e
Source noteuspto-grants-2003_09