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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 858816Generated: October 25, 2026

Distannoxane, 1,1,3,3-tetrabutyl-1,3-dichloro- → 3-chloro-6-[2-(3-chloro-4-methoxyphenyl)ethyl]6-cyclopentyl-4-hydroxy-5,6-dihydro-2H-pyran-2-one

https://huagongshe.com/reaction/858816

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDistannoxane, 1,1,3,3-tetrabutyl-1,3-dichloro-HCID 16682755—
Reactant2-Chloro-7-(3-chloro-4-methoxy-phenyl)-5-cyclopentyl-5-hydroxy-3-oxo-heptanoic acid methyl esterHCID 21062272—
SolventTolueneHCID 1140—
Product3-chloro-6-[2-(3-chloro-4-methoxyphenyl)ethyl]6-cyclopentyl-4-hydroxy-5,6-dihydro-2H-pyran-2-oneHCID 5472032275%

Reaction Steps

A solution of 2-Chloro-7-(3-chloro-4-methoxy-phenyl)-5-cyclopentyl-5-hydroxy-3-oxo-heptanoic acid methyl ester (2.33 g, 5.6 mmol, from Step 1), and bis(dibutylchlorotin)oxide (1.38 g, 2.5 mmol), dissolved in toluene (18 mL) were heated at reflux for 30 mins. The resulting mixture was concentrated and purified by silica gel chromatography to give the title compound (1.57 g, 75% yield, two Steps).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07148226B2
Source datasetuspto-grants-2006_12
ORD IDord-efe5f182cad94c5f897f158224dd06a9
Source noteuspto-grants-2006_12