Hydrochloric Acid → HCID 18604408, Verbindung

HRID 1010911Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1010911
[NH:1]1[CH2:8][CH2:7][CH2:6][C@@:2]1([CH3:9])[C:3]([OH:5])=[O:4].Cl[C:11]([O:13][CH2:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)=[O:12].[OH-].[Na+].Cl>O1CCOCC1.O>[CH2:14]([O:13][C:11]([N:1]1[CH2:8][CH2:7][CH2:6][C@@:2]1([CH3:9])[C:3]([OH:5])=[O:4])=[O:12])[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1

Komponenten

7

Edukt 4

HCID 313Hydrochloric AcidHCID 10387Benzyl chloroformateHCID 14798Sodium HydroxideHCID 69936642-Methyl-L-proline

Produkt 1

HCID 18604408HCID 18604408, VerbindungAusbeute 82,6 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 312751,4-DioxaneLösungsmittel

Versuchsvorschrift

To the solution prepared by dissolving 500 mg of H-α-Me-Pro-OH (commercially available from Chem-Impex International Inc.) and 693 mg of benzyl chloroformate in 10 mL of 1,4-dioxane and 5 mL of water, a 1 M aqueous sodium hydroxide solution was added at room temperature so as to keep pH 10, and the solution was stirred at room temperature for 30 minutes. To the reaction solution, 5 M HCl was added so as to adjust the pH to 2, and the mixture was extracted with ethyl acetate. The obtained organic layer was washed with saturated brine, and dried over anhydrous magnesium sulfate. The insolubles were filtered, and the filtrate was concentrated under reduced pressure to obtain 842 mg of 1-[(benzyloxy)carbonyl]-2-methyl-L-proline [63-1] (hereinafter, referred to as the compound [63-1]).

Aufarbeitung

  1. customTo the solution prepared
  2. extractionthe mixture was extracted with ethyl acetate
  3. washThe obtained organic layer was washed with saturated brine
  4. dry with materialdried over anhydrous magnesium sulfate
  5. filtrationThe insolubles were filtered
  6. concentrationthe filtrate was concentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-a623d564fe394a9eb9a70207f9de0700
Quelldatensatz
uspto-grants-2011_07
Patentnummer
US07977336B2

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