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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1019828Generated: October 27, 2026

Sodium hydride → Diethyl 1-(2-(tert-butoxycarbonylamino)ethyl)-3-methoxy-1H-pyrrole-2,4-dicarboxylate

https://huagongshe.com/reaction/1019828

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
ReactantDiethyl 3-methoxy-1H-pyrrole-2,4-dicarboxylateHCID 12985910—
Reactant3-Boc-1,2,3-oxathiazolidine 2,2-dioxideHCID 23584020—
SolventDimethylformamideHCID 6228—
ProductDiethyl 1-(2-(tert-butoxycarbonylamino)ethyl)-3-methoxy-1H-pyrrole-2,4-dicarboxylateHCID 6745302798%

Reaction Conditions

Temperature25 °C

Reaction Steps

To a solution of diethyl 3-methoxy-1H-pyrrole-2,4-dicarboxylate (93 mmol) in DMF (340 ml) was added 60% NaH (140 mmol) in portions at 0° C. and the reaction mixture was stirred at 25° C. for 0.5 h. 2,2-Dioxo-[1,2,3]oxathiazolidine-3-carboxylic acid tert-butyl ester (93 mmol) was added at 0° C. and the mixture was allowed to warm to 25° C. and stirred for 21 h. The reaction was quenched with ethanol at 0° C. The solvent was evaporated under vacuum. Yield: 35 g (98% yield)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08716293B2
Source datasetuspto-grants-2014_05
ORD IDord-4523ef333b2d474d99e87775e991b0f4
Source noteuspto-grants-2014_05