ChemInform Abstract: Vancomycin CD and DE Macrocyclization and Atropisomerism Studies.

✍ Scribed by Dale L. Boger; Steven L. Castle; Susumu Miyazaki; Jason H. Wu; Richard T. Beresis; Olivier Loiseleur

• Publisher: John Wiley and Sons
• Year: 2010
• Weight: 26 KB
• Volume: 30
• Category: Article
• ISSN: 0931-7597
• DOI: 10.1002/chin.199925215

✦ Synopsis

Vancomycin CD and DE Macrocyclization and Atropisomerism Studies. -Full details of a study are represented that further define the scope of the approach to the DE and CD ring systems which are conducted in an effort to optimize conditions for cyclization, to examine the effect of different protecting groups, to confirm and establish the stereochemistry, and to define thermal atropisomerism substituent effects. With the study a previously unrecognized site of epimerization within a prior approach to the DE ring system is identified. A set of fully functionalized CD and DE ring systems are prepared and the antimicrobial activity of these key substructures of vancomycin is examined.