HCID 67422368, Verbindung → HCID 46216564, Verbindung

HRID 880707Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 880707
[C:1]([O:5][C:6]([N:8]1[CH2:11][C:10]([C:13]2[CH:18]=[CH:17][C:16]([O:19]CC3C=CC=CC=3)=[CH:15][C:14]=2[O:27]CC2C=CC=CC=2)(O)[CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]>C(OCC)(=O)C.CO.[Pd]>[C:1]([O:5][C:6]([N:8]1[CH2:9][CH:10]([C:13]2[CH:18]=[CH:17][C:16]([OH:19])=[CH:15][C:14]=2[OH:27])[CH2:11]1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

Komponenten

5

Edukt 1

HCID 67422368HCID 67422368, Verbindung

Produkt 1

HCID 46216564HCID 46216564, VerbindungAusbeute 28 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 23938PalladiumKatalysatorHCID 887MethanolLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

1 g of 3-(2,4-bis(benzyloxy)phenyl)-3-hydroxyazetidine-1-carboxylic acid tert-butyl ester are dissolved in a mixture of 20 ml of ethyl acetate/10 ml of methanol, and then 0.2 g of palladium-on-charcoal at 10% is added. The reaction mixture is stirred for 24 hours under a hydrogen atmosphere. The reaction mixture is filtered and then the residue is chromatographed on silica gel (7/3 heptane/ethyl acetate). 0.16 g of 3-(2,4-dihydroxyphenyl)azetidine-1-carboxylic acid tert-butyl ester is obtained. Yield=28%.

Aufarbeitung

  1. filtrationThe reaction mixture is filtered
  2. customthe residue is chromatographed on silica gel (7/3 heptane/ethyl acetate)

Quellen und Nachweise

ORD-Eintrag
ord-1161839b76a24923848ec50f312e1bc7
Quelldatensatz
uspto-grants-2015_03
Patentnummer
US08993596B2

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