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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 424400Generated: October 26, 2026

1-Boc-4-(4-Ethoxycarbonyl-4,5-dihydrothiazol-2-yl)piperidine → Ethyl 2-(1-(tert-butoxycarbonyl)piperidin-4-yl)thiazole-4-carboxylate

https://huagongshe.com/reaction/424400

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Boc-4-(4-Ethoxycarbonyl-4,5-dihydrothiazol-2-yl)piperidineHCID 66679551—
CatalystManganese dioxideHCID 14801—
SolventTolueneHCID 1140—
ProductEthyl 2-(1-(tert-butoxycarbonyl)piperidin-4-yl)thiazole-4-carboxylateHCID 279553230%

Reaction Conditions

Temperature70 °C

Reaction Steps

4-(4-Ethoxycarbonyl-4,5-dihydro-thiazol-2-yl)-piperidine-1-carboxylic acid tert-butyl ester (1.0 eq, 8.7 mmol) was solved in 160 ml toluene under inert conditions. To this solution MnO2 (15.0 eq, 130 mmol) was added. The reaction was heated to 70° C. under stirring for 5 h. The mixture was filtered over celite and the filtration agent was washed 3 times with 30 ml toluene and ethylacetate. The combined organic layers were distilled in vacuo. The residue was purified by silica gel chromatography using a DCM/MeOH 95:5 gradient. Yield: 30%

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08106048B2
Source datasetuspto-grants-2012_01
ORD IDord-dc8204282ebf4e1b8a4b776cb22a0bbd
Source noteuspto-grants-2012_01