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

HRID 22450

Reaktionsgleichung

Reaktionsgleichung von HRID 22450
[H-].[Al+3].[Li+].[H-].[H-].[H-].CON(C)[C:10](=[O:24])[C@H:11]([CH2:20][CH:21]([CH3:23])[CH3:22])[NH:12][C:13]([O:15][C:16]([CH3:19])([CH3:18])[CH3:17])=[O:14].S([O-])(O)(=O)=O.[K+].CCOCC>O>[C:16]([O:15][C:13]([NH:12][C@H:11]([CH:10]=[O:24])[CH2:20][CH:21]([CH3:22])[CH3:23])=[O:14])([CH3:18])([CH3:19])[CH3:17]

Komponenten

6

Edukt 4

HCID 3283Diethyl EtherHCID 516920Potassium bisulfateHCID 11119284(S)-N-methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamideHCID 21226445Aluminium lithium hydride

Produkt 1

HCID 104275tert-butyl N-[(2S)-4-methyl-1-oxopentan-2-yl]carbamate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

Lithium aluminum hydride (2.5 equiv.) is added to a stirred solution of compound (7). Reduction is complete within 15-20 minutes. The mixture is hydrolyzed with a solution of potassium hydrogen sulfate in water. Ether is added and the aqueous phase is separated and extracted. The organic phases are combined, washed with 1N HCl saturated sodium hydrogen carbonate and saturated sodium chloride, and dried with magnesium sulfate. The solvent is evaporated to leave the desired product

Aufarbeitung

  1. customthe aqueous phase is separated
  2. extractionextracted
  3. washwashed with 1N HCl saturated sodium hydrogen carbonate and saturated sodium chloride
  4. dry with materialdried with magnesium sulfate
  5. customThe solvent is evaporated

Quellen und Nachweise

ORD-Eintrag
ord-c05cdbbfbba14f20a453eb4c70efeaa1
Quelldatensatz
uspto-grants-1995_06
Patentnummer
US05428019

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