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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 456786Generated: October 29, 2026

Ethyl 5-(tributylstannyl)-1,2-oxazole-3-carboxylate → Ethyl 5-{2-fluoro-4-[(5R)-2-oxo-5-(1H-1,2,3-triazol-1-ylmethyl)-1,3-oxazolidin-3-yl]phenyl}isoxazole-3-carboxylate

https://huagongshe.com/reaction/456786

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl 5-(tributylstannyl)-1,2-oxazole-3-carboxylateHCID 2763256—
Reactant(R)-5-((1H-1,2,3-Triazol-1-yl)methyl)-3-(3-fluoro-4-iodophenyl)oxazolidin-2-oneHCID 11257720—
ProductEthyl 5-{2-fluoro-4-[(5R)-2-oxo-5-(1H-1,2,3-triazol-1-ylmethyl)-1,3-oxazolidin-3-yl]phenyl}isoxazole-3-carboxylateHCID 10386303—

Reaction Steps

The procedure is identical to that used in Example 1 except (5R)-3-(3-fluoro-4-iodophenyl)-5-(1H-1,2,3-triazol-1-ylmethyl)-1,3-oxazolidin-2-one (Intermediate 6, 582 mg, 1.50 mmol) and ethyl 5-(tributylstannyl)isoxazole-3-carboxylate (Sakamoto, T. et al., Tetrahedron, 1991, 47, 5111–5118); 806 mg, 1.87 mmol) were used as starting materials. The crude product was purified by chromatography on silica gel using EtOAc, followed by recrystallization from acetone/hexanes to give 175 mg of the title product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07186738B2
Source datasetuspto-grants-2007_03
ORD IDord-a193f79806a046b7a47dae5da4fee210
Source noteuspto-grants-2007_03