Antineoplastic agents. 571. Total synthesis of bacillistatin 2
George R Pettit1, Shougang Hu, John C Knight
1Cancer Research Institute and Department of Chemistry and Biochemistry, Arizona State University, P.O. Box 871604, Tempe, Arizona 85287-1604, USA. bpettit@asu.edu
Abstract:
The first total synthesis of bacillistain 2 (2) has been achieved in 24 steps and 22.9% overall yield, providing a quite efficient route with maximal convergence. Notable features of this approach include two successful applications of the Mitsunobu reaction during respective assemblies of key intermediates 22 and 27, successful employment of 2-methyl-6-nitrobenzoic anhydride (MNBA) in the formation by lactonization of a macrocyclic (36-membered) ring, and very flexible access to structural modifications of the bacillistatin-type cyclodepsipeptides.
Related Concept Videos
Production of Biopesticides
Production of Antibiotics
Antifungal Agents
Inhibitors of Bacterial DNA Synthesis
Inhibitors of Bacterial Protein Synthesis
Inhibitors of Gram-positive Cell Wall Synthesis
