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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1453322Generated: October 25, 2026

5-Cyclopentyl-5-hydroxy-9-(4-hydroxy-2,5-dimethyl-phenyl)-3-oxo-non-8-ynoic Acid Methyl Ester → 6-Cyclopentyl-6-[4-(4-fluoro-phenyl)-but-3-ynyl]-dihydro-pyran-2,4-dione

https://huagongshe.com/reaction/1453322

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-Cyclopentyl-5-hydroxy-9-(4-hydroxy-2,5-dimethyl-phenyl)-3-oxo-non-8-ynoic Acid Methyl EsterHCID 58762397—
Reactant5-Cyclopentyl-9-(4-fluoro-phenyl)-5-hydroxy-3-oxo-non-8-ynoic acid methyl esterHCID 58762749—
Product6-Cyclopentyl-6-[4-(4-fluoro-phenyl)-but-3-ynyl]-dihydro-pyran-2,4-dioneHCID 58762446—

Reaction Steps

The desired product was prepared analogously to example F(1), substituting 5-cyclopentyl-9-(4-fluoro-phenyl)-5-hydroxy-3-oxo-non-8-ynoic acid methyl ester (400 mg, 1.1 mmol) from Step 2 below in place of 5-cyclopentyl-5-hydroxy-9-(4-hydroxy-2,5-dimethyl-phenyl)-3-oxo-non-8-ynoic acid methyl ester. Yield: 190 mg, 53%. MS (ESI): 327 (M−H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07473790B2
Source datasetuspto-grants-2009_01
ORD IDord-cf0366eb0bef4e55b48c4a1178706517
Source noteuspto-grants-2009_01