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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2357676Generated: November 2, 2026

Diethyl Carbonate → (S)-tert-Butyl 3-oxotetrahydro-1H-oxazolo[3,4-a]pyrazine-7(3H)-carboxylate

https://huagongshe.com/reaction/2357676

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl CarbonateHCID 7766—
ReactantSodium hydrideHCID 24758—
ReactantSodium ethoxideHCID 2723922—
Reactanttert-butyl (3S)-3-(hydroxymethyl)piperazine-1-carboxylateHCID 24820294—
SolventEthanolHCID 702—
Product(S)-tert-Butyl 3-oxotetrahydro-1H-oxazolo[3,4-a]pyrazine-7(3H)-carboxylateHCID 68455588—

Reaction Conditions

Temperature80 °C

Reaction Steps

A NaOEt solution, prepared from sodium hydride (60% dispersion in mineral oil) (0.990 g, 26 mmol) and 100 mL EtOH, diethyl carbonate (9.00 mL, 74 mmol) and (S)-4-N-BOC-2-hydroxymethyl-piperazine (2.17 g, 10 mmol) was heated at 80° C. The reaction was cooled to RT and filtered. The filtrate was concentrated to dryness to give an off-white amorphous solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07759337B2
Source datasetuspto-grants-2010_07
ORD IDord-d6086b2cb8124cd29bafaf07cf4d606a
Source noteuspto-grants-2010_07