N-tert-butyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzenesulfonamide → N-acetyl-N'-tert-butyl-5-formyl-6-methoxy-biphenyl-3,3'-disulfonamide

HRID 1622121

Reaktionsgleichung

Reaktionsgleichung von HRID 1622121
[C:1]([NH:4][S:5]([C:8]1[CH:13]=[C:12]([CH:14]=[O:15])[C:11]([O:16][CH3:17])=[C:10](Br)[CH:9]=1)(=[O:7])=[O:6])(=[O:3])[CH3:2].[C:19]([NH:23][S:24]([C:27]1[CH:32]=[CH:31][CH:30]=[C:29](B2OC(C)(C)C(C)(C)O2)[CH:28]=1)(=[O:26])=[O:25])([CH3:22])([CH3:21])[CH3:20]>>[C:1]([NH:4][S:5]([C:8]1[CH:9]=[C:10]([C:31]2[CH:30]=[CH:29][CH:28]=[C:27]([S:24]([NH:23][C:19]([CH3:22])([CH3:21])[CH3:20])(=[O:25])=[O:26])[CH:32]=2)[C:11]([O:16][CH3:17])=[C:12]([CH:14]=[O:15])[CH:13]=1)(=[O:7])=[O:6])(=[O:3])[CH3:2]

Komponenten

3

Edukt 2

HCID 58169119N-tert-butyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzenesulfonamideHCID 86607697N-acetyl-5-bromo-3-formyl-4-methoxybenzenesulfonamide

Produkt 1

HCID 86607706N-acetyl-N'-tert-butyl-5-formyl-6-methoxy-biphenyl-3,3'-disulfonamideAusbeute 51,6 %

Versuchsvorschrift

Proceeding as in Reference 19, but substituting N-acetyl-3-bromo-5-formyl-4-methoxy-benzenesulfonamide (335 mg, 1.0 mmol) and N-tert-butyl-3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)benzenesulfonamide (373 mg, 1.1 mmol), gave N-acetyl-N′-tert-butyl-5-formyl-6-methoxy-biphenyl-3,3′-disulfonamide (242 mg) as a pale yellow oil.

Quellen und Nachweise

ORD-Eintrag
ord-de2c6ce16a994ba194ae7bae58460d7e
Quelldatensatz
uspto-grants-2014_07
Patentnummer
US08778625B2

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