Sodium periodate → HCID 59627525, Verbindung

HRID 923367Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 923367
[C:1]([O:5][C:6](=[O:26])[NH:7][C@H:8]1[CH2:13][C:12]([OH:16])(CO)[CH2:11][O:10][C@@H:9]1[C:17]1[CH:22]=[C:21]([F:23])[C:20]([F:24])=[CH:19][C:18]=1[F:25])([CH3:4])([CH3:3])[CH3:2].I([O-])(=O)(=O)=O.[Na+]>O1CCCC1.O>[C:1]([O:5][C:6](=[O:26])[NH:7][C@H:8]1[CH2:13][C:12](=[O:16])[CH2:11][O:10][C@@H:9]1[C:17]1[CH:22]=[C:21]([F:23])[C:20]([F:24])=[CH:19][C:18]=1[F:25])([CH3:4])([CH3:2])[CH3:3]

Komponenten

5

Edukt 2

HCID 23667635Sodium periodateHCID 86615516HCID 86615516, Verbindung

Produkt 1

HCID 59627525HCID 59627525, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

To a solution of tert-butyl[(2R,3S)-5-hydroxy-5-(hydroxymethyl)-2-(2,4,5-trifluorophenyl)tetrahydro-2H-pyran-3-yl]carbamate (223 mg, 0.59 mmol) in tetrahydrofuran (4 mL) was added a solution of sodium periodate (143 mg, 0.67 mmol) in water (1.3 mL) and the mixture stirred for 3 hours. The mixture was concentrated and purified by flash chromatography (silica, gradient 5-20% ethyl acetate in chloroform) to yield tert-butyl[(2R,3S)-5-oxo-2-(2,4,5-trifluorophenyl)tetrahydro-2H-pyran-3-yl]carbamate as white solid.

Aufarbeitung

  1. concentrationThe mixture was concentrated
  2. custompurified by flash chromatography (silica, gradient 5-20% ethyl acetate in chloroform)

Quellen und Nachweise

ORD-Eintrag
ord-eb91ff9d880541f480910e5b856025b6
Quelldatensatz
uspto-grants-2016_03
Patentnummer
US09278976B2

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