Fluoride Ion → 1-[(2'-Carbomethoxybiphenyl-4-yl)methyl]-4-chloro-5-hydroxymethyl-2-(cis-pent-1-en-1-yl)imidazole

HRID 847100

Reaktionsgleichung

Reaktionsgleichung von HRID 847100
[Si]([O:8][CH2:9][C:10]1[N:14]([CH2:15][C:16]2[CH:21]=[CH:20][C:19]([C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=3[C:28]([O:30][CH3:31])=[O:29])=[CH:18][CH:17]=2)[C:13](/[CH:32]=[CH:33]\[CH2:34][CH2:35][CH3:36])=[N:12][C:11]=1[Cl:37])(C(C)(C)C)(C)C.[F-]>CCCCCC.C(OCC)(=O)C>[C:28]([C:23]1[CH:24]=[CH:25][CH:26]=[CH:27][C:22]=1[C:19]1[CH:20]=[CH:21][C:16]([CH2:15][N:14]2[C:10]([CH2:9][OH:8])=[C:11]([Cl:37])[N:12]=[C:13]2/[CH:32]=[CH:33]\[CH2:34][CH2:35][CH3:36])=[CH:17][CH:18]=1)([O:30][CH3:31])=[O:29]

Komponenten

4

Versuchsvorschrift

5-t-Butyldimethylsilyloxymethyl-1-[(2'-carbomethoxybiphenyl-4-yl)methyl]-4-chloro-2-(cis-pent-1-en-1-yl)imidazole (100 mg) was desilylated with fluoride by procedures familiar to one skilled in the art. Flash chromatography in 1:1 hexane/ethyl acetate yielded 65 mg of a viscous, colorless oil. NMR (200 MHz, CDCl3) δ7.85 (d, 1H), 7.55 (t, 1H), 7.42 (t, 1H), 7.28 (m, 3H), 7.05 (d, 2H), 6.11 (d, 1H), 5.92 (d of t, 1H), 5.30 (s, 2H), 4.57 (d, 2H), 3.64 (s, 3H), 2.69 (quart., 2H), 1.62 (t, 1H), 1.47 (sext., 2H), 0.92 (t, 1H).

Quellen und Nachweise

ORD-Eintrag
ord-6cfd174f3d74429aa9b8ca6571fb5b56
Quelldatensatz
uspto-grants-1992_08
Patentnummer
US05138069

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