Methanol → tert-Butyl 3-{4-cyclopropyl-5-[3-(2,2-dimethylpropyl)cyclobutyl]isoxazol-3-yl]-6-hydroxyhexanoate

HRID 1912078Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1912078
C([O:8][CH2:9][CH2:10][CH2:11][CH:12]([C:21]1[C:25]([CH:26]2[CH2:28][CH2:27]2)=[C:24]([CH:29]2[CH2:32][CH:31]([CH2:33][C:34]([CH3:37])([CH3:36])[CH3:35])[CH2:30]2)[O:23][N:22]=1)[CH2:13][C:14]([O:16][C:17]([CH3:20])([CH3:19])[CH3:18])=[O:15])C1C=CC=CC=1.CO>[Pd].O1CCCC1>[CH:26]1([C:25]2[C:21]([CH:12]([CH2:11][CH2:10][CH2:9][OH:8])[CH2:13][C:14]([O:16][C:17]([CH3:19])([CH3:18])[CH3:20])=[O:15])=[N:22][O:23][C:24]=2[CH:29]2[CH2:30][CH:31]([CH2:33][C:34]([CH3:37])([CH3:36])[CH3:35])[CH2:32]2)[CH2:27][CH2:28]1

Komponenten

5

Edukt 2

HCID 887MethanolHCID 71127331tert-Butyl 6-benzyloxy-3-[4-cyclopropyl-5-[3-(2,2-dimethylpropyl)cyclobutyl]isoxazol-3-yl]hexanoate

Produkt 1

HCID 71127332tert-Butyl 3-{4-cyclopropyl-5-[3-(2,2-dimethylpropyl)cyclobutyl]isoxazol-3-yl]-6-hydroxyhexanoate

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

tert-Butyl 6-benzyloxy-3-{4-cyclopropyl-5-[3-(2,2-dimethylpropyl)cyclobutyl]isoxazol-3-yl]hexanoate (980 mg), methanol (10 mL) and tetrahydrofuran (3 mL) were mixed. To the mixture was added 7.5 w/w % palladium on activated carbon (200 mg). The mixture was stirred at RT under hydrogen atmosphere (1 atm) for 5 hr. The catalyst was freshened up, and the mixture was stirred at RT under hydrogen atmosphere (1 atm) overnight. The 7.5 w/w % palladium on activated carbon was filtered off and the filtrate was concentrated in vacuo.

Aufarbeitung

  1. stirringthe mixture was stirred at RT under hydrogen atmosphere (1 atm) overnight
  2. filtrationThe 7.5 w/w % palladium on activated carbon was filtered off
  3. concentrationthe filtrate was concentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-2fa4d51256e84ab791e9e52f57e2995f
Quelldatensatz
uspto-grants-2013_12
Patentnummer
US08604069B2

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