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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 858821Generated: October 26, 2026

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

https://huagongshe.com/reaction/858821

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDistannoxane, 1,1,3,3-tetrabutyl-1,3-dichloro-HCID 16682755—
ReactantMethyl 2-chloro-5-cyclopentyl-7-(3-fluoro-4-isopropoxyphenyl)-5-hydroxy-3-oxoheptanoateHCID 58762410—
SolventTolueneHCID 1140—
Product3-chloro-6-cyclopentyl-6-[2-(3-fluoro-4-isopropoxyphenyl)ethyl]-4-hydroxy-5,6-dihydro-2H-pyran-2-oneHCID 5876275050%

Reaction Steps

A solution of methyl 2-chloro-5-cyclopentyl-7-(3-fluoro-4-isopropoxyphenyl)-5-hydroxy-3-oxoheptanoate (1.74 g, 4.1 mmol), and bis(dibutylchlorotin)oxide (1.38 g, 2.5 mmol), dissolved in toluene (20 mL) were heated at reflux for 30 mins. The resulting mixture was concentrated and purified by silica gel chromatography to give the title compound (0.80 g, 50% yield, two Steps).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07148226B2
Source datasetuspto-grants-2006_12
ORD IDord-5298e9340e794ffe8e31696e3562e0f3
Source noteuspto-grants-2006_12