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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1819282Generated: October 27, 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/1819282

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 numberUS07601745B2
Source datasetuspto-grants-2009_10
ORD IDord-ec90058b29354ea18fcb8affe1db11ef
Source noteuspto-grants-2009_10