(S)-(+)-Glycidyl butyrate → (S)-3-(3-Fluoro-4-methyl-phenyl)-5-hydroxymethyl-oxazolidin-2-one

HRID 1511789

Reaktionsgleichung

Reaktionsgleichung von HRID 1511789
C(O[C:9](=O)[NH:10][C:11]1[CH:16]=[CH:15][C:14]([CH3:17])=[C:13]([F:18])[CH:12]=1)C1C=CC=CC=1.[C:20]([O:25][CH2:26][C@H:27]1[O:29]C1)(=[O:24])CCC>>[F:18][C:13]1[CH:12]=[C:11]([N:10]2[CH2:9][C@@H:26]([CH2:27][OH:29])[O:25][C:20]2=[O:24])[CH:16]=[CH:15][C:14]=1[CH3:17]

Komponenten

3

Edukt 2

HCID 6999819(S)-(+)-Glycidyl butyrateHCID 66737113(3-Fluoro-4-methyl-phenyl)-carbamic acid benzyl ester

Produkt 1

HCID 66953644(S)-3-(3-Fluoro-4-methyl-phenyl)-5-hydroxymethyl-oxazolidin-2-one

Versuchsvorschrift

Starting from (3-fluoro-4-methyl-phenyl)-carbamic acid benzyl ester (prepared from 3-fluoro-4-methyl-aniline and CbzCl according to procedure C) and (S)-glycidyl butyrate and following the procedure described for the preparation of intermediate 1.iii)(procedure D), the title compound was obtained as a yellow solid (4.16 g, 65%).

Quellen und Nachweise

ORD-Eintrag
ord-eafed1288c134b76841feaba21714d9a
Quelldatensatz
uspto-grants-2012_07
Patentnummer
US08217029B2

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