Ethyl Acetate → 1-(2-(2-((5-ethoxy-2-fluoro-3-isopropoxyphenyl)(4-(5-methyl-1,2,4-oxadiazol-3-yl)phenylamino)methyl)-1-trityl-1H-imidazol-4-yl)phenyl)propan-1-one

HRID 2104985Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2104985
[CH2:1]([O:3][C:4]1[CH:5]=[C:6]([O:59][CH:60]([CH3:62])[CH3:61])[C:7]([F:58])=[C:8]([CH:10]([NH:45][C:46]2[CH:51]=[CH:50][C:49]([C:52]3[N:56]=[C:55]([CH3:57])[O:54][N:53]=3)=[CH:48][CH:47]=2)[C:11]2[N:12]([C:26]([C:39]3[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=3)([C:33]3[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=3)[C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=3)[CH:13]=[C:14]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=3[CH:22]([OH:25])[CH2:23][CH3:24])[N:15]=2)[CH:9]=1)[CH3:2].CC(OI1(OC(C)=O)(OC(C)=O)OC(=O)C2C=CC=CC1=2)=O.CCOC(C)=O.[OH-].[Na+]>C(Cl)Cl>[CH2:1]([O:3][C:4]1[CH:5]=[C:6]([O:59][CH:60]([CH3:62])[CH3:61])[C:7]([F:58])=[C:8]([CH:10]([NH:45][C:46]2[CH:51]=[CH:50][C:49]([C:52]3[N:56]=[C:55]([CH3:57])[O:54][N:53]=3)=[CH:48][CH:47]=2)[C:11]2[N:12]([C:26]([C:33]3[CH:34]=[CH:35][CH:36]=[CH:37][CH:38]=3)([C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=3)[C:39]3[CH:40]=[CH:41][CH:42]=[CH:43][CH:44]=3)[CH:13]=[C:14]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=3[C:22](=[O:25])[CH2:23][CH3:24])[N:15]=2)[CH:9]=1)[CH3:2]

Komponenten

6

Edukt 4

HCID 8857Ethyl AcetateHCID 14798Sodium HydroxideHCID 159087TriacetoxyperiodinaneHCID 688125741-(2-(2-((5-ethoxy-2-fluoro-3-isopropoxyphenyl)(4-(5-methyl-1,2,4-oxadiazol-3-yl)phenylamino)methyl)-1-trityl-1H-imidazol-4-yl)phenyl)propan-1-ol

Produkt 1

HCID 688132671-(2-(2-((5-ethoxy-2-fluoro-3-isopropoxyphenyl)(4-(5-methyl-1,2,4-oxadiazol-3-yl)phenylamino)methyl)-1-trityl-1H-imidazol-4-yl)phenyl)propan-1-one

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

A mixture of Intermediate 122.2 and Dess-Martin periodinate (60 mg, 0.12 mmol) in anhydrous CH2Cl2 (2 mL) was stirred at rt for 20 min. The reaction mixture was then partionated between EtOAc and 1 N NaOH, the organic layer was collected and dried over (Na2SO4), filtered and concentrated to afford Intermediate 122.3, which was used in the following step without further purification. LCMS (2 min gradient) RT=2.27 min, 826.4 (M+H).

Aufarbeitung

  1. customthe organic layer was collected
  2. dry with materialdried over (Na2SO4)
  3. filtrationfiltered
  4. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-fc281341685d4b629e7dc58c371263d1
Quelldatensatz
uspto-grants-2009_08
Patentnummer
US07576098B2

Notizen zur Reaktion

Wird geladen…