Trolox → HCID 67263087, Verbindung

HRID 1898728Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1898728
[OH:1][C:2]1[C:3]([CH3:18])=[C:4]2[C:9](=[C:10]([CH3:13])[C:11]=1[CH3:12])[O:8][C:7]([CH3:17])([C:14]([OH:16])=O)[CH2:6][CH2:5]2.C1N=CN(C(N2C=[N:29][CH:28]=[CH:27]2)=O)C=1.[O:31]1C[CH2:34][CH2:33][CH:32]1N>>[OH:1][C:2]1[C:3]([CH3:18])=[C:4]2[C:9](=[C:10]([CH3:13])[C:11]=1[CH3:12])[O:8][C:7]([CH3:17])([C:14]([NH:29][CH2:28][CH:27]1[CH2:34][CH2:33][CH2:32][O:31]1)=[O:16])[CH2:6][CH2:5]2

Komponenten

4

Edukt 3

HCID 40634TroloxHCID 682631,1'-CarbonyldiimidazoleHCID 11412342Tetrahydro-2-furanamine

Produkt 1

HCID 67263087HCID 67263087, VerbindungAusbeute 61,8 %

Versuchsvorschrift

Following the amide coupling procedure described in protocol A, 496 mg 6-hydroxy-2,5,7,8-tetramethylchroman-2-carboxylic acid (1.98 mmol), 376 mg CDI (2.32 mmol) and 404 mg tetrahydrofuranylamine (4.0 mmol) produced 408.0 mg of crude 6-hydroxy-2,5,7,8-tetramethyl-N-((tetrahydrofuran-2-yl)methyl)chroman-2-carboxamide, which was oxidized following protocol B, with 335 mg CAN (0.612 mmol) to yield 74.7 mg of 2-hydroxy-2-methyl-N-((tetrahydrofuran-2-yl)methyl)-4-(2,4,5-trimethyl-3,6-dioxocyclohexa-1,4-dienyl)butanamide as a yellow oil.

Quellen und Nachweise

ORD-Eintrag
ord-40d667176d684cae9b3b966f718e8386
Quelldatensatz
uspto-grants-2013_08
Patentnummer
US08519001B2

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