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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2306284Generated: October 29, 2026

Hexamethylditin → 2-Acetoxymethyl-4-(trimethylstannyl)thiazole

https://huagongshe.com/reaction/2306284

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHexamethylditinHCID 6327618—
Reactant2-Acetoxymethyl-4-bromothiazoleHCID 18761616—
Reactant2-Piperidinyl(trimethylstannyl)thiazoleHCID 59118286—
CatalystHCID 178418397HCID 178418397—
SolventTolueneHCID 1140—
Product2-Acetoxymethyl-4-(trimethylstannyl)thiazoleHCID 18761603—

Reaction Steps

2-Acetoxymethyl-4-bromothiazole (387) was taken up in degassed toluene (0.1 M), and was then treated hexamethylditin (10 equiv) and tetrakis(triphenylphosphine)palladium(0) (0.1 equiv) at 80° C. for 3 h according to the procedure described for the synthesis of 2-piperidinyl-4-(trimethylstannyl)thiazole (373), to yield, after flash column chromatography (silica gel, 5% NEt, in hexanes), 2-dacetoxymethyl-4-(trimethylstannyl)thiazole (388; 100%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06441186B1
Source datasetuspto-grants-2002_08
ORD IDord-b7e3ceff3620405aa946bbfd4175438a
Source noteuspto-grants-2002_08