L-Lysine monohydrochloride → (2S)-2-amino-6-(((tert-butoxy)carbonyl)amino)hexanoic acid

HRID 913377

Reaktionsgleichung

Reaktionsgleichung von HRID 913377
Cl.[NH2:2][C@H:3]([C:9]([OH:11])=[O:10])[CH2:4][CH2:5][CH2:6][CH2:7][NH2:8].N1C2C=CC=CC=2N=N1.[C:21](=O)([O:27]C1C=CC=CC=1)[O:22][C:23]([CH3:26])([CH3:25])[CH3:24]>O.C1COCC1>[NH2:2][C@H:3]([C:9]([OH:11])=[O:10])[CH2:4][CH2:5][CH2:6][CH2:7][NH:8][C:21]([O:22][C:23]([CH3:26])([CH3:25])[CH3:24])=[O:27]

Komponenten

6

Edukt 3

HCID 69568L-Lysine monohydrochlorideHCID 81113Carbonic acid, 1,1-dimethylethyl phenyl esterHCID 178418385HCID 178418385, Verbindung

Produkt 1

HCID 2733283(2S)-2-amino-6-(((tert-butoxy)carbonyl)amino)hexanoic acid

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

A solution of L-lysine monohydrochloride (20.0 g, 109.5 mmol) and benzotriazole (14.3 g, 120.0 mmol) in a mixture of water (66.6 mL) and THF (111.0 mL) at pH 12 was treated with t-butyl phenyl carbonate (24.3 mL, 131.4 mmol) and stirred 18 hours at 60° C. The mixture, initially 2 layers, became a clear orange solution and the product was approximately 75% (NMR).

Quellen und Nachweise

ORD-Eintrag
ord-879078d31af743c9814b9a010209293f
Quelldatensatz
uspto-grants-2011_09
Patentnummer
US08026372B2

Verknüpfte Notizen

Wird geladen…