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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 23515Generated: October 29, 2026

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

https://huagongshe.com/reaction/23515

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantS-[2-Tert-butyl-4-(hydroxymethyl)-5-methylphenyl] 4-methylbenzenesulfonothioateHCID 10499026—
ReactantHCID 54688338HCID 54688338—
SolventDimethylformamideHCID 6228—
Product5-[2-tert-butyl-4-(hydroxymethyl)-5-methyl-phenyl]sulfanyl-4-hydroxy-2-isopropyl-2-[2-(4-methylthiazol-5-yl)ethyl]-3H-pyran-6-oneHCID 54677039—

Reaction Steps

The title compound was prepared according to General Method 16a using 4-hydroxy-6-isopropyl-6-[2-(4-methyl-thiazol-5-yl)-ethyl]-5,6-dihydro-pyran-2-one (Example E-1; 0.22 g, 0.78 mmol), toluene-4-thiosulfonic acid S-(2-tert-butyl-4-hydroxymethyl-5-methyl-phenyl)ester (Example BB-2; 0.33 g, 0.90 mmol), potassium carbonate (1.0 g, 7.2 mmol), and DMF (4 mL). The product was chromatographed on silica gel, eluting with 10% MeOH in CH2Cl2, to give the title compound, mp 138-141° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06852711B2
Source datasetuspto-grants-2005_02
ORD IDord-e40c860f177446ffa989bfe71d754d8d
Source noteuspto-grants-2005_02