Octanoic acid, 2-(2-propynyl)-, (2R)- → (R)-(-)-2-propyloctanoic acid

HRID 733490

Reaktionsgleichung

Reaktionsgleichung von HRID 733490
[CH:1]([Mg]Cl)=[CH2:2].C([Mg]Br)=C.C([Mg]Cl)#C.C([Mg]Br)#C.C=CC[C@H](O)CCCCCC.C#CC[C@H](O)CCCCCC.[CH2:39]([C@@H:42]([CH2:46][CH2:47][CH2:48][CH2:49]CC)[C:43]([OH:45])=[O:44])[CH:40]=[CH2:41].C([C@@H](CCCCCC)C(O)=O)C#C>>[CH2:39]([C@H:42]([CH2:46][CH2:47][CH2:48][CH2:49][CH2:1][CH3:2])[C:43]([OH:45])=[O:44])[CH2:40][CH3:41]

Komponenten

9

Edukt 8

HCID 10130241Octanoic acid, 2-(2-propynyl)-, (2R)-HCID 10313415(2r)-(2-Propenyl)octanoic acidHCID 11084130(4r)-1-Decen-4-olHCID 13357604(4r)-1-Decyn-4-olHCID 178418486HCID 178418486, VerbindungHCID 178418507HCID 178418507, VerbindungHCID 178461836HCID 178461836, VerbindungHCID 178462451HCID 178462451, Verbindung

Produkt 1

HCID 208925(R)-(-)-2-propyloctanoic acid

Versuchsvorschrift

Additionally, it is also possible in the above reaction steps that, for example, in the step (A), a two-carbon adding reaction is carried out using an unsaturated organic metal reagent (e.g., vinyl magnesium chloride, vinyl magnesium bromide, ethynyl magnesium chloride, ethynyl magnesium bromide, etc.) as an organic metal reagent, the resulting (4R)-1-decen-4-ol or (4R)-1-decyn-4-ol is subjected to the reactions of the step (B) or the step (C), and the resulting (2R)-(2-propenyl)octanoic acid or (2R)-(2-propynyl)octanoic acid is reduced by the method mentioned in WO 99/58513 and WO 00/48982 to give (2R)-2-propyloctanoic acid of high purity.

Aufarbeitung

  1. customAdditionally, it is also possible in the above reaction steps that, for example
  2. customin the step (A), a two-carbon adding reaction

Quellen und Nachweise

ORD-Eintrag
ord-757fc3931192425eb10714e26e3e193e
Quelldatensatz
uspto-grants-2009_09
Patentnummer
US07589221B2

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