Tributyrin → (S)-1-(3-Pyridyl)ethanol

HRID 1089086

Reaktionsgleichung

Reaktionsgleichung von HRID 1089086
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([CH:7]([OH:9])[CH3:8])[CH:2]=1.O=C(CCC)OCC(OC(=O)CCC)COC(=O)CCC>>[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([C@@H:7]([OH:9])[CH3:8])[CH:2]=1

Komponenten

3

Edukt 2

HCID 6050TributyrinHCID 101192alpha-Methyl-3-pyridinemethanol

Produkt 1

HCID 10725338(S)-1-(3-Pyridyl)ethanolAusbeute 33,7 %

Versuchsvorschrift

1-(3-Pyridyl)ethanol (8.9 g), tributyrin (24.0 g) and an enzyme (Lipase CES made by Amano Seiyaku K. K.) (3.6 g) were agitated at 37° C. for 190 hours, followed by filtering off the enzyme and subjecting the filtrate to silica gel column chromatography using toluene as solvent to obtain (S)-1-(3-pyridyl)ethanol (3.0 g). According to a high-speed liquid chromatography using an optical resolution column (CHIRAL CEL OB, trademark of product made by Daicel Co., Ltd.), its optical purity was 80% ee or higher.

Aufarbeitung

  1. filtrationby filtering off the enzyme

Quellen und Nachweise

ORD-Eintrag
ord-0b6b26a7d5e64ab49f373c601675e552
Quelldatensatz
uspto-grants-1990_10
Patentnummer
US04965018

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