Reaktion #475395

ord-6e0bf8d3fab8420bbc8c5601859ab984

Reaktionsgleichung

CCCCO/N=[N+](\[O-])N1CCC[C@H]1CO
{(2S)-1-[(Z)-1-butoxy-NNO-azoxy]pyrrolidin-2-yl}methanol
[Na+].[O-][I+3]([O-])([O-])[O-]
sodium periodate
CCCCO/N=[N+](\[O-])N1CCC[C@H]1C(=O)O
title product
CCCCO/N=[N+](\[O-])N1CCC[C@H]1C(=O)O
1-[(Z)-butoxy-NNO-azoxy]-L-proline

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Extraktionthe mixture was extracted with CH2Cl2 (3×50 mL)
  2. 2
    Trocknendried over MgSO4
  3. 3
    Einengenconcentrated

Vorschrift

To a solution of {(2S)-1-[(Z)-1-butoxy-NNO-azoxy]pyrrolidin-2-yl}methanol (360 mg, 1.66 mmol) and sodium periodate (1.06 g, 4.97 mmol) in 17.5 mL of CH3CN/CCl4/H2O (2:2:3) was added ruthenium(III) chloride hydrate (34 mg, 1.66 mmol). After stirring at rt over night, the mixture was extracted with CH2Cl2 (3×50 mL), dried over MgSO4 and concentrated to give the title product, which was used directly.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08377911B2uspto-grants-2013_02