Vinyl laurate → methyl (3S)-2-methyl-3-hydroxypentanoate

HRID 2226365Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2226365
[CH3:1][CH:2]([CH:7]([OH:10])[CH2:8][CH3:9])[C:3]([O:5][CH3:6])=[O:4].C(OC=C)(=O)CCCCCCCCCCC>>[CH3:1][CH:2]([C@@H:7]([OH:10])[CH2:8][CH3:9])[C:3]([O:5][CH3:6])=[O:4]

Komponenten

3

Edukt 2

HCID 75069Vinyl laurateHCID 546129Methyl 3-hydroxy-2-methylpentanoate

Produkt 1

HCID 57195126methyl (3S)-2-methyl-3-hydroxypentanoateAusbeute 77,8 %

Reaktionsbedingungen

Temperatur
35 °C

Versuchsvorschrift

A mixture of 7.2 g of methyl 2-methyl-3-hydroxypentanoate, 11.1 g of vinyl laurate, and 4.0 g of Lipase P (trade name, Amano Pharmaceutical Co., Ltd.) was stirred at 35° C. for 5 days. After stopping the reaction, the enzyme was removed by filtration and washed with n-heptane on a filter paper. n-Heptane was distilled away from the filtrate and the residue was subject to vacuum distillation to give 5.6 g of methyl (3S)-2-methyl-3-hydroxypentanoate of the following formula, [α]D20 =+3.8° (C=1.26, CHCl3). ##STR96##

Aufarbeitung

  1. customthe reaction
  2. customthe enzyme was removed by filtration
  3. washwashed with n-heptane on a filter paper
  4. distillationn-Heptane was distilled away from the filtrate
  5. distillationthe residue was subject to vacuum distillation

Quellen und Nachweise

ORD-Eintrag
ord-a080461edc08462db8b9534a1868e20d
Quelldatensatz
uspto-grants-1994_09
Patentnummer
US05348870

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