Triacetoxyperiodinane → HCID 178472406, Verbindung
Reaktionsgleichung
[F:1][C:2]1[CH:3]=[C:4]([CH:39]=[C:40]([F:42])[CH:41]=1)[CH2:5][N:6]([CH2:29][CH:30]([C:32]1[C:36]([CH3:37])=[CH:35][S:34][C:33]=1[CH3:38])[OH:31])[C:7]([C:9]1[CH:10]=[N:11][N:12]([C@H:18]2[CH2:23][CH2:22][C@H:21]([C:24]([O:26][CH2:27][CH3:28])=[O:25])[CH2:20][CH2:19]2)[C:13]=1[C:14]([F:17])([F:16])[F:15])=[O:8].CC(OI1(OC(C)=O)(OC(C)=O)OC(=O)C2C=CC=CC1=2)=O>C(Cl)Cl>[F:42][C:40]1[CH:39]=[C:4]([CH:3]=[C:2]([F:1])[CH:41]=1)[CH2:5][N:6]([CH2:29][C:30]([C:32]1[C:36]([CH3:37])=[CH:35][S:34][C:33]=1[CH3:38])=[O:31])[C:7]([C:9]1[CH:10]=[N:11][N:12]([C@H:18]2[CH2:19][CH2:20][C@H:21]([C:24]([O:26][CH2:27][CH3:28])=[O:25])[CH2:22][CH2:23]2)[C:13]=1[C:14]([F:15])([F:17])[F:16])=[O:8]Komponenten
4
Edukt 2
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Versuchsvorschrift
To a stirred solution of compound 3-2 (290 mg, 0.47 mmol) in DCM (8 mL) was added Dess-Martin periodinane (401 mg, 0.94 mmol) at 0° C. and the mixture was stirred at room temperature for 3 h. The reaction mixture was quenched with saturated aqueous Na2S2O3 and NaHCO3, and extracted with EtOAc (2×20 mL). The combined organic layers were washed with brine (2×10 mL), dried over Na2SO4, and concentrated under reduced pressure. The residue was purified by column chromatography (silica gel, 30% EtOAc/hexane as eluent) to provide compound 3-3 (220 mg, 78%) as a colorless gum.