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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 32294Erstellt: 23. Oktober 2026

Water → tert-butyl N-[(2S)-4-methyl-1-oxopentan-2-yl]carbamate

https://huagongshe.com/de/reaction/32294

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
EduktL-Leucine, N-((1,1-dimethylethoxy)carbonyl)-HCID 83170—
EduktPotassium bisulfateHCID 516920—
EduktAluminium lithium hydrideHCID 21226445—
LösungsmittelDiethyl EtherHCID 3283—
Produkttert-butyl N-[(2S)-4-methyl-1-oxopentan-2-yl]carbamateHCID 104275—

Reaktionsschritte

The Weinreb amide of BocLeucine was dissolved in dry Et2O and added by cannula to an Et2O suspension of an equimolar amount of LiAlH4 at 0° C. After stirring for one hour, the reaction flask was removed from 0° C. and allowed to warm to room temperature. After a reaction time of 80 minutes, an aqueous solution of KHSO4, (2 equiv. of KHSO4, 5 ml H2O/mmol of Weinreb amide) was added slowly while stirring. The aqueous phase was extracted with Et2O and the confined Et2O phases were washed with 3N HCl, saturated NaHCO3, and saturated NaCl. After drying (MgSO4,) and rotary evaporation, the oil was found to contain one compound by thin layer chromatography.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07427591B2
Quelldatensatzuspto-grants-2008_09
ORD IDord-3c5c784040a64c87816d4340cee56144
Quellennotizuspto-grants-2008_09