Triphenylphosphine → {6-[2-(4-Methyl-2-phenyl-thiazol-5-yl)-ethoxy]-indol-1-yl}-acetic acid tert-butyl ester

HRID 1767932

Reaktionsgleichung

Reaktionsgleichung von HRID 1767932
[C:1]([O:5][C:6](=[O:18])[CH2:7][N:8]1[C:16]2[C:11](=[CH:12][CH:13]=[C:14]([OH:17])[CH:15]=2)[CH:10]=[CH:9]1)([CH3:4])([CH3:3])[CH3:2].[CH3:19][C:20]1[N:21]=[C:22]([C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=2)[S:23][C:24]=1[CH2:25][CH2:26]O.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.N(C(OC(C)(C)C)=O)=NC(OC(C)(C)C)=O>>[C:1]([O:5][C:6](=[O:18])[CH2:7][N:8]1[C:16]2[C:11](=[CH:12][CH:13]=[C:14]([O:17][CH2:26][CH2:25][C:24]3[S:23][C:22]([C:28]4[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=4)=[N:21][C:20]=3[CH3:19])[CH:15]=2)[CH:10]=[CH:9]1)([CH3:4])([CH3:2])[CH3:3]

Komponenten

5

Edukt 4

HCID 11776TriphenylphosphineHCID 97268Di-tert-butyl azodicarboxylateHCID 226476342-(4-Methyl-2-phenyl-1,3-thiazol-5-yl)ethan-1-olHCID 69283069tert-Butyl (6-hydroxy-1H-indol-1-yl)acetate

Produkt 1

HCID 69280396{6-[2-(4-Methyl-2-phenyl-thiazol-5-yl)-ethoxy]-indol-1-yl}-acetic acid tert-butyl ester

Versuchsvorschrift

In analogy to the procedure described in example 3 c], (6-hydroxy-indol-1-yl)-acetic acid tert-butyl ester (example 6 b]) was reacted with 2-(4-methyl-2-phenyl-thiazol-5-yl)-ethanol [U. H. Lindberg, G. Bexell, B. Ulff, Acta Pharmaceutica Suecica 1971, 8, 49-58] in the presence of triphenylphosphine and di-tert-butyl azodicarboxylate to yield {6-[2-(4-methyl-2-phenyl-thiazol-5-yl)-ethoxy]-indol-1-yl}-acetic acid tert-butyl ester as colorless oil.

Quellen und Nachweise

ORD-Eintrag
ord-e8305fb81bea4061811de0be8548c16b
Quelldatensatz
uspto-grants-2007_06
Patentnummer
US07235572B2

Verknüpfte Notizen

Wird geladen…