(+)-Methyl 5-(3-(hydroxymethyl)phenyl)-8-dimethylcarbamyl-4,6-dithiaoctanoate → (+)-Methyl 5-(3-formylphenyl)-8-dimethylcarbamyl-4,6-dithiaoctanoate

HRID 22607

Reaktionsgleichung

Reaktionsgleichung von HRID 22607
[OH:1][CH2:2][C:3]1[CH:4]=[C:5]([CH:9]([S:17][CH2:18][CH2:19][C:20](=[O:24])[N:21]([CH3:23])[CH3:22])[S:10][CH2:11][CH2:12][C:13]([O:15][CH3:16])=[O:14])[CH:6]=[CH:7][CH:8]=1>C(OCC)(=O)C.[O-2].[Mn+2]>[CH:2]([C:3]1[CH:4]=[C:5]([CH:9]([S:17][CH2:18][CH2:19][C:20](=[O:24])[N:21]([CH3:23])[CH3:22])[S:10][CH2:11][CH2:12][C:13]([O:15][CH3:16])=[O:14])[CH:6]=[CH:7][CH:8]=1)=[O:1]

Komponenten

4

Edukt 1

HCID 19930508(+)-Methyl 5-(3-(hydroxymethyl)phenyl)-8-dimethylcarbamyl-4,6-dithiaoctanoate

Produkt 1

HCID 19930537(+)-Methyl 5-(3-formylphenyl)-8-dimethylcarbamyl-4,6-dithiaoctanoate

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 160959Manganese oxideKatalysatorHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

To a solution of (+)-methyl 5-(3-(hydroxymethyl)phenyl)-8-dimethylcarbamyl-4,6-dithiaoctanoate (step 2) (679 mg) in ethyl acetate (30 mL) was added activated manganese oxide (1.3 g). The suspension was stirred overnight at room temperature. The suspension was filtered on a pad of silica gel and washed with EtOAc. The solvent was evaporated, affording the title compound.

Aufarbeitung

  1. filtrationThe suspension was filtered on a pad of silica gel
  2. washwashed with EtOAc
  3. customThe solvent was evaporated

Quellen und Nachweise

ORD-Eintrag
ord-85229504f92a4bcfb654f0b1fd1b508d
Quelldatensatz
uspto-grants-1995_06
Patentnummer
US05428171

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