Boronate derivatives of bioactive amines: potential neutral receptors for anionic oligosaccharides.
Author(s)
Gray, CW
Walker, BT
Foley, RA
Houston, TA
Griffith University Author(s)
Year published
2003
Metadata
Show full item recordAbstract
Oligomeric d-aminoboronates were synthesized via reductive amination of o-formylbenzene boronic acid with several polymines. The process entails the direct addition of o-formylbenzene boronic acid to the polyamine in methanol at room temperature followed by reduction of the resulting imine with NaBH4. Di-, tri-, and tetrameric d-aminoboronates have been prepared in this manner and these are anticipated to have enhanced affinities for certain oligosaccharides. A novel templating method for the synthesis of these compounds is also described.Oligomeric d-aminoboronates were synthesized via reductive amination of o-formylbenzene boronic acid with several polymines. The process entails the direct addition of o-formylbenzene boronic acid to the polyamine in methanol at room temperature followed by reduction of the resulting imine with NaBH4. Di-, tri-, and tetrameric d-aminoboronates have been prepared in this manner and these are anticipated to have enhanced affinities for certain oligosaccharides. A novel templating method for the synthesis of these compounds is also described.
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Journal Title
Tetrahedron Letters
Volume
44
Subject
Medicinal and biomolecular chemistry
Organic chemistry