HCID 22851231, Verbindung → HCID 22851233, Verbindung

HRID 1463784Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1463784
C([O:8][CH2:9][C@@H:10]([O:12][CH2:13][P:14]([O:20][CH:21]([CH3:23])[CH3:22])([O:16][CH:17]([CH3:19])[CH3:18])=[O:15])[CH3:11])C1C=CC=CC=1>[OH-].[OH-].[Pd+2].C(O)C.C1CCCCC=1>[CH:21]([O:20][P:14]([CH2:13][O:12][C@@H:10]([CH3:11])[CH2:9][OH:8])([O:16][CH:17]([CH3:18])[CH3:19])=[O:15])([CH3:22])[CH3:23]

Komponenten

4

Edukt 1

HCID 22851231HCID 22851231, Verbindung

Produkt 1

HCID 22851233HCID 22851233, VerbindungAusbeute 104,1 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 9942167Palladium hydroxideKatalysatorHCID 18676862Cyclohexene ethanolLösungsmittel

Versuchsvorschrift

A solution of (S)-1-O-benzyl-2-O-[(diisopropylphosphono)methyl]-1,2-propanediol (8.20 g, 23.8 mmol) in 1:1 ethanol/cyclohexene (80 mL) was treated with 20% palladium hydroxide on carbon (4.0 g), and the mixture was heated at reflux for 18 hours. The reaction mixture was then filtered through a 1" pad of Celite, and the filtrate was concentrated in vacuo to give 6.3 g of the title compound as a clear, colorless oil which was used in the following reaction without purification.

Aufarbeitung

  1. temperaturethe mixture was heated
  2. temperatureat reflux for 18 hours
  3. filtrationThe reaction mixture was then filtered through a 1" pad of Celite
  4. concentrationthe filtrate was concentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-7f46e3e48c5c4caabe937a351adb4096
Quelldatensatz
uspto-grants-1994_04
Patentnummer
US05302585

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