6-Hydroxyflavone → (2S)-2-Methoxy-3-{4-[4-(4-oxo-2-phenyl-4H-chromen-6-yloxy)-but-1-ynyl]-phenyl}-propionic acid

HRID 459106Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 459106
C([O:3][C:4](=[O:20])[CH:5]([O:18][CH3:19])[CH2:6][C:7]1[CH:12]=[CH:11][C:10]([C:13]#[C:14][CH2:15][CH2:16][OH:17])=[CH:9][CH:8]=1)C.O[C:22]1[CH:23]=[C:24]2[C:29](=[CH:30][CH:31]=1)[O:28][C:27]([C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1)=[CH:26][C:25]2=[O:38].CC(OC(/N=N/C(OC(C)C)=O)=O)C.CCOC(/N=N/C(OCC)=O)=O>C1(C)C=CC=CC=1>[CH3:19][O:18][C@@H:5]([CH2:6][C:7]1[CH:8]=[CH:9][C:10]([C:13]#[C:14][CH2:15][CH2:16][O:17][C:22]2[CH:23]=[C:24]3[C:29](=[CH:30][CH:31]=2)[O:28][C:27]([C:32]2[CH:33]=[CH:34][CH:35]=[CH:36][CH:37]=2)=[CH:26][C:25]3=[O:38])=[CH:11][CH:12]=1)[C:4]([OH:3])=[O:20]

Komponenten

6

Edukt 4

HCID 722796-HydroxyflavoneHCID 5363146Diisopropyl azodicarboxylateHCID 5462977Diethyl azodicarboxylateHCID 694230173-[4-(4-Hydroxy-but-1-ynyl)-phenyl]-2-methoxy-propionic acid ethyl ester

Produkt 1

HCID 58822632(2S)-2-Methoxy-3-{4-[4-(4-oxo-2-phenyl-4H-chromen-6-yloxy)-but-1-ynyl]-phenyl}-propionic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Versuchsvorschrift

The title compound was prepared from 3-[4-(4-Hydroxy-but-1-ynyl)-phenyl]-2-methoxy-propionic acid ethyl ester from Example 47, Step A and 6-hydroxyflavone following the standard coupling-hydrolysis procedure A using toluene as solvent and DIAD instead DEAD. MS(ES) for C29H24O6 [M+H]+: 469.2.

Quellen und Nachweise

ORD-Eintrag
ord-51a768f559a64c338bf48d6917780cfc
Quelldatensatz
uspto-grants-2007_03
Patentnummer
US07192982B2

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