Synthesis of modified carboxyl binding pockets of vancomycin and teicoplanin

M Bois-Choussy, L Neuville…

文献索引：Bois-Choussy, Michele; Neuville, Luc; Beugelmans, Rene; Zhu, Jieping Journal of Organic Chemistry, 1996 , vol. 61, # 26 p. 9309 - 9322

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被引用次数: 46

摘要

Sixteen-membered macrocycle 3 and 16+ 14 bicyclic compound 4, incorporating a terminal primary hydroxyl group in the peptide sequence, have been designed and synthesized. The syntheses feature the use of an efficient cycloetherification based on an intramolecular SNAr reaction for the formation of biaryl ether bonds. Cyclization of linear tetrapeptide 30, prepared via a convergent [2+ 2] segment coupling between 26 and 29, gave macrocycle ...