Potassium Hydroxide → HCID 66649654, Verbindung

HRID 420336Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 420336
[C:1]([O:5][C:6](=[O:27])[NH:7][C@@H:8]1[C@@H:13]([OH:14])[C@H:12]([CH2:15][C:16]2[CH:21]=[C:20](F)[C:19]([N+:23]([O-:25])=[O:24])=[C:18]([F:26])[CH:17]=2)[CH2:11][S:10][CH2:9]1)([CH3:4])([CH3:3])[CH3:2].[OH-].[K+].[F:30][C:31]([F:36])([F:35])[C@@H:32]([OH:34])[CH3:33]>CCCCCC.CCOC(C)=O>[C:1]([O:5][C:6](=[O:27])[NH:7][C@@H:8]1[C@@H:13]([OH:14])[C@H:12]([CH2:15][C:16]2[CH:21]=[C:20]([O:34][C@@H:32]([CH3:33])[C:31]([F:36])([F:35])[F:30])[C:19]([N+:23]([O-:25])=[O:24])=[C:18]([F:26])[CH:17]=2)[CH2:11][S:10][CH2:9]1)([CH3:2])([CH3:4])[CH3:3]

Komponenten

5

Edukt 3

HCID 14797Potassium HydroxideHCID 6999971(2S)-1,1,1-Trifluoropropan-2-olHCID 57386308[(3R,4S,5S)-5-(3,5-difluoro-4-nitro-benzyl)-4-hydroxy-tetrahydro-thiopyran-3-yl]-carbamic acid tert-butyl ester

Produkt 1

HCID 66649654HCID 66649654, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 21226206Ethyl acetate hexaneLösungsmittel

Versuchsvorschrift

The title compound was prepared in an analogous manner as described for example 24j, starting from [(3R,4S,5S)-5-(3,5-difluoro-4-nitro-benzyl)-4-hydroxy-tetrahydro-thiopyran-3-yl]-carbamic acid tert-butyl ester (0.409 g, 1 mmol), KOH (0.06 g, 1.05 mmol) and (S)-1,1,1-trifluoro-propan-2-ol (0.583 g, 5 mmol) and was obtained as a yellow oil, which was used as such in the next step: TLC (hexane-EtOAc 1:1) Rf=0.37; HPLC RtA=2.36 min; ESIMS [M+H-isobutylene]+=443.

Aufarbeitung

  1. customwas obtained as a yellow oil, which
  2. customHPLC RtA=2.36 min

Quellen und Nachweise

ORD-Eintrag
ord-03881e7195e84c339ca0369a4e1abbf1
Quelldatensatz
uspto-grants-2012_01
Patentnummer
US08093406B2

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