(2S,3R)-3-(2-butenyl)-2-hydroxysuccinic dimethyl ester → (2S,3R)-3-(n-butyl)-2-hydroxysuccinic dimethyl ester

HRID 1008279Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1008279
[CH3:1][O:2][C:3](=[O:15])[C@@H:4]([OH:14])[C@@H:5]([CH2:10][CH:11]=[CH:12][CH3:13])[C:6]([O:8][CH3:9])=[O:7]>C(OCC)(=O)C.[Pd]>[CH3:1][O:2][C:3](=[O:15])[C@@H:4]([OH:14])[C@@H:5]([CH2:10][CH2:11][CH2:12][CH3:13])[C:6]([O:8][CH3:9])=[O:7]

Komponenten

4

Edukt 1

HCID 86585708(2S,3R)-3-(2-butenyl)-2-hydroxysuccinic dimethyl ester

Produkt 1

HCID 23520166(2S,3R)-3-(n-butyl)-2-hydroxysuccinic dimethyl ester

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

To (2S,3R)-3-(2-butenyl)-2-hydroxysuccinic dimethyl ester F-2 (2.5 g) in ethyl acetate (50 mL) was added 10% Pd/C (0.25 g) and the reaction stirred under a hydrogen atmosphere for 20 h. The suspension was filtered through a pad of Celite, washed with EtOAc (3×) and then concentrated in vacuo to afford (2S,3R)-3-(n-butyl)-2-hydroxysuccinic dimethyl ester F-3.

Aufarbeitung

  1. filtrationThe suspension was filtered through a pad of Celite
  2. washwashed with EtOAc (3×)
  3. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-2d2d4959289a4b17839b824b1cb13b2a
Quelldatensatz
uspto-grants-2004_09
Patentnummer
US06797820B2

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