Ethyl Acetate → N-[((5S)-3-{4'-[(5R)-5-(Hydroxymethyl)-4,5-dihydroisoxazol-3-yl]-1,1'-biphenyl-4-yl}-2-oxo-1,3-oxazolidin-5-yl)methyl]acetamide

HRID 747240Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 747240
[F-].C([N+](CCCC)(CCCC)CCCC)CCC.[Si]([O:26][CH2:27][C@@H:28]1[O:32][N:31]=[C:30]([C:33]2[CH:38]=[CH:37][C:36]([C:39]3[CH:44]=[CH:43][C:42]([N:45]4[CH2:49][C@H:48]([CH2:50][NH:51][C:52](=[O:54])[CH3:53])[O:47][C:46]4=[O:55])=[CH:41][CH:40]=3)=[CH:35][CH:34]=2)[CH2:29]1)(C(C)(C)C)(C)C.C(OCC)(=O)C>C1COCC1>[OH:26][CH2:27][C@@H:28]1[O:32][N:31]=[C:30]([C:33]2[CH:34]=[CH:35][C:36]([C:39]3[CH:40]=[CH:41][C:42]([N:45]4[CH2:49][C@H:48]([CH2:50][NH:51][C:52](=[O:54])[CH3:53])[O:47][C:46]4=[O:55])=[CH:43][CH:44]=3)=[CH:37][CH:38]=2)[CH2:29]1

Komponenten

5

Edukt 3

HCID 8857Ethyl AcetateHCID 2724141Tetrabutylammonium FluorideHCID 59749465N-[((5S)-3-{4'-[(5R)-5-({[tert-butyl(dimethyl)silyl]oxy}methyl)-4,5-dihydroisoxazol-3-yl]-1,1'-biphenyl-4-yl}-2-oxo-1,3-oxazolidin-5-yl)methyl]acetamide

Produkt 1

HCID 59749523N-[((5S)-3-{4'-[(5R)-5-(Hydroxymethyl)-4,5-dihydroisoxazol-3-yl]-1,1'-biphenyl-4-yl}-2-oxo-1,3-oxazolidin-5-yl)methyl]acetamideAusbeute 59,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel2×

Versuchsvorschrift

A solution of tetrabutylammonium fluoride in THF (1M, 0.69 ml, 0.69 mM) was added to a solution of N-[((5S)-3-{4′-[(5R)-5-({[tert-butyl(dimethyl)silyl]oxy}methyl)-4,5-dihydroisoxazol-3-yl]-1,1′-biphenyl-4-yl}-2-oxo-1,3-oxazolidin-5-yl)methyl]acetamide (300 mg, 0.57 mM) in THF (5 ml). After approximately 2 hours, ethyl acetate was added and the resulting suspension was filtered. The filter cake was washed with water and ethyl acetate to give 140 mg of the title product.

Aufarbeitung

  1. filtrationthe resulting suspension was filtered
  2. washThe filter cake was washed with water and ethyl acetate

Quellen und Nachweise

ORD-Eintrag
ord-286f1ef29f614d34afa2967716e1e9b4
Quelldatensatz
uspto-grants-2008_07
Patentnummer
US07396847B2

Notizen zur Reaktion

Wird geladen…