Triacetoxyperiodinane → tert-butyl 1-[2-(4-chlorophenyl)-1-oxobutan-2-yl]-1H-indazol-4-ylcarbamate

HRID 1477856Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1477856
CC(OI1(OC(C)=O)(OC(C)=O)OC(=O)C2C=CC=CC1=2)=O.[Cl:23][C:24]1[CH:29]=[CH:28][C:27]([C:30]([N:35]2[C:43]3[C:38](=[C:39]([NH:44][C:45](=[O:51])[O:46][C:47]([CH3:50])([CH3:49])[CH3:48])[CH:40]=[CH:41][CH:42]=3)[CH:37]=[N:36]2)([CH2:33][CH3:34])[CH2:31][OH:32])=[CH:26][CH:25]=1>C(Cl)Cl>[Cl:23][C:24]1[CH:29]=[CH:28][C:27]([C:30]([N:35]2[C:43]3[C:38](=[C:39]([NH:44][C:45](=[O:51])[O:46][C:47]([CH3:50])([CH3:49])[CH3:48])[CH:40]=[CH:41][CH:42]=3)[CH:37]=[N:36]2)([CH2:33][CH3:34])[CH:31]=[O:32])=[CH:26][CH:25]=1

Komponenten

4

Edukt 2

HCID 159087TriacetoxyperiodinaneHCID 70560487tert-butyl 1-(2-(4-chlorophenyl)-1-hydroxybutan-2-yl)-1H-indazol-4-ylcarbamate

Produkt 1

HCID 86705040tert-butyl 1-[2-(4-chlorophenyl)-1-oxobutan-2-yl]-1H-indazol-4-ylcarbamate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel2×

Versuchsvorschrift

To a solution of Dess-Martin periodinane (8.12 g, 19.15 mmol) in DCM (90 mL) at 0° C. was added a solution of tert-butyl 1-[2-(4-chlorophenyl)-1-hydroxybutan-2-yl]-1H-indazol-4-ylcarbamate (3.18 g, 7.67 mmol) in DCM (20 mL). The mixture was allowed to stir at rt for 2 hours. Then it was filtered and the filtrate was concentrated in vacuo to afford the crude product. The product was purified via column chromatography (0-10% EtOAc/hexanes) to provide the desired product.

Aufarbeitung

  1. filtrationThen it was filtered
  2. concentrationthe filtrate was concentrated in vacuo
  3. customto afford the crude product
  4. customThe product was purified via column chromatography (0-10% EtOAc/hexanes)

Quellen und Nachweise

ORD-Eintrag
ord-8c56e16632744f40a30ba7dbea43e773
Quelldatensatz
uspto-grants-2016_08
Patentnummer
US09403807B2

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