(2S)-3-(4-Benzyloxy-2-methyl-phenyl)-2-ethoxy-propionic acid methyl ester → (S)-2-ethoxy-3-(4-hydroxy-2-methyl-phenyl)-propionic acid methyl ester

HRID 1064880Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1064880
[CH3:1][O:2][C:3](=[O:24])[C@@H:4]([O:21][CH2:22][CH3:23])[CH2:5][C:6]1[CH:11]=[CH:10][C:9]([O:12]CC2C=CC=CC=2)=[CH:8][C:7]=1[CH3:20]>CO.[Pd]>[CH3:1][O:2][C:3](=[O:24])[C@@H:4]([O:21][CH2:22][CH3:23])[CH2:5][C:6]1[CH:11]=[CH:10][C:9]([OH:12])=[CH:8][C:7]=1[CH3:20]

Komponenten

4

Edukt 1

HCID 68615603(2S)-3-(4-Benzyloxy-2-methyl-phenyl)-2-ethoxy-propionic acid methyl ester

Produkt 1

HCID 68616579(S)-2-ethoxy-3-(4-hydroxy-2-methyl-phenyl)-propionic acid methyl esterAusbeute 77 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

A solution of (2S)-3-(4-benzyloxy-2-methyl-phenyl)-2-ethoxy-propionic acid methyl ester (3.6 g, 11 mmol) in methanol (300 ml) was hydrogenated over 10% palladium on charcoal (1 g) at ambient temperature for 2 h. The catalyst was filtered off and the solvent evaporated under reduced pressure to give 2 g (8.4 mmol, 77%) of the title compound as yellow liquid which was used in the next step without further purification.

Aufarbeitung

  1. filtrationThe catalyst was filtered off
  2. customthe solvent evaporated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-f80bcc3b1fa6404299ebaa3371a89bcb
Quelldatensatz
uspto-grants-2005_11
Patentnummer
US06969725B2

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