Trimethylamine → (-)-Carnitine

HRID 978325Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 978325
C[O:2][C:3](=[O:9])[CH2:4][C@@H:5]([OH:8])[CH2:6]Cl.[CH3:10][N:11]([CH3:13])[CH3:12]>>[OH:8][C@H:5]([CH2:4][C:3](=[O:9])[O-:2])[CH2:6][N+:11]([CH3:13])([CH3:12])[CH3:10]

Komponenten

3

Edukt 2

HCID 1146TrimethylamineHCID 10920707Methyl (R)-4-Chloro-3-hydroxybutyrate

Produkt 1

HCID 10917(-)-CarnitineAusbeute 32 %

Versuchsvorschrift

An amount of 100 g of (3R)-4-chloro-3-hydroxybutyrylamide of L-tyrosine methylester is submitted to methanolysis under the same operating conditions as reported in Example 2. An amount is obtained of 20 g (70%) of (3R)-4-chloro-3-hydroxybutyric acid methylester with [α]D20 =-23° (c=1.5 in CHCL3). (3R)-4-Chloro-3-hydroxybutyric acid methylester is treated with trimethylamine and L-carnitine is obtained (yield 32%).

Quellen und Nachweise

ORD-Eintrag
ord-baf89e5784a34c4194ea2a8d0eefe502
Quelldatensatz
uspto-grants-1987_05
Patentnummer
US04664852

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