Triisopropyl borate → Boronic acid, B-(2-(((1,1-dimethylethyl)amino)sulfonyl)phenyl)-

HRID 257568

Reaktionsgleichung

Reaktionsgleichung von HRID 257568
[C:1]([NH:5][S:6]([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)(=[O:8])=[O:7])([CH3:4])([CH3:3])[CH3:2].C([Li])CCC.[B:20](OC(C)C)([O:25]C(C)C)[O:21]C(C)C>>[C:1]([NH:5][S:6]([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[B:20]([OH:25])[OH:21])(=[O:8])=[O:7])([CH3:4])([CH3:2])[CH3:3]

Komponenten

4

Edukt 3

HCID 21531Triisopropyl borateHCID 314059N-(1,1-Dimethylethyl)benzenesulfonamideHCID 178418339Butyllithium

Produkt 1

HCID 4997616Boronic acid, B-(2-(((1,1-dimethylethyl)amino)sulfonyl)phenyl)-

Versuchsvorschrift

By the method described in Example 10, Step B, N-t-butylbenzenesulfonamide [G. Lombardino, J. Org. Chem., 36, 1843 (1971)] was deprotonated with n-butyllithium, and the resulting dianion was reacted with triisopropyl borate and worked up with acid to give the title compound, which was used directly in the next step without further purification.

Quellen und Nachweise

ORD-Eintrag
ord-45a3114f918c4e9b96cbd287d3a35cb3
Quelldatensatz
uspto-grants-1993_11
Patentnummer
US05262412

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