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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1906636Generated: November 2, 2026

Diethyl Ether → tert-butyl N-((2R)-1-oxopropan-2-yl)carbamate

https://huagongshe.com/reaction/1906636

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
ReactantBOC-D-alanineHCID 637606—
ReactantBis(1-methylpiperazin-2-yl)alumanylium;hydrideHCID 18792082—
SolventTetrahydrofuranHCID 8028—
Producttert-butyl N-((2R)-1-oxopropan-2-yl)carbamateHCID 10910049—

Reaction Conditions

Temperature0 °C

Reaction Steps

N-Boc-D-alanine is dissolved in tetrahydrofuran and stirred at 0° C. under argon. Bis(N-methylpiperazinyl)aluminum hydride is added and the reaction mixture is heated to reflux overnight. Ether is then added, and the excess hydride is quenched with saturated NaCl. The aqueous phase is separated and extracted with ether. The combined organic phases are washed with 2M NaOH, 2M HCl and saturated NaCl. The solution is dried over Na2SO4 and evaporated to yield N-Boc-D-alaninal.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04652676
Source datasetuspto-grants-1987_03
ORD IDord-06ccebacc0e448c8a7ea18767468d091
Source noteuspto-grants-1987_03