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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 23516Generated: October 29, 2026

Potassium Carbonate → 5-[2-tert-butyl-4-(hydroxymethyl)-5-methyl-phenyl]sulfanyl-4-hydroxy-2-isopropyl-2-(2-thiazol-2-ylethyl)-3H-pyran-6-one

https://huagongshe.com/reaction/23516

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantS-[2-Tert-butyl-4-(hydroxymethyl)-5-methylphenyl] 4-methylbenzenesulfonothioateHCID 10499026—
Reactant4-Hydroxy-6-isopropyl-6-(2-thiazol-2-yl-ethyl)-5,6-dihydro-pyran-2-oneHCID 54690629—
SolventDimethylformamideHCID 6228—
Product5-[2-tert-butyl-4-(hydroxymethyl)-5-methyl-phenyl]sulfanyl-4-hydroxy-2-isopropyl-2-(2-thiazol-2-ylethyl)-3H-pyran-6-oneHCID 54677071—

Reaction Steps

The title compound was prepared according to General Method 16a using 4-hydroxy-6-isopropyl-6-(2-thiazol-2-yl-ethyl)-5,6-dihydro-pyran-2-one (Example E-2; 0.25 g, 0.95 mmol), toluene-4-thiosulfonic acid S-(2-tert-butyl-4-hydroxymethyl-5-methyl-phenyl)ester (Example BB-2; 0.42 g, 1.15 mmol), potassium carbonate (0.52 g, 3.76 mmol), and DMF (5 mL). The product was chromatographed on silica gel, eluting with 5% MeOH in CH2Cl2, to give the title compound, mp 108-110° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06852711B2
Source datasetuspto-grants-2005_02
ORD IDord-74d648bc45904745a25a74db87240324
Source noteuspto-grants-2005_02