title: Total synthesis of the depsipeptide FR-901375.
abstract: The first total synthesis of FR-901375, a novel bicyclic depsipeptide isolated from the fermentation broth of Pseudomonas chloroaphis No. 2522, has been achieved. The synthetic approach involves 13 reaction steps and is achieved in 12% overall yield. The key points in the successful synthetic strategy are a concise asymmetric synthesis of the key building block (3R,4E)-3-hydroxy-7-mercapto-4-heptenoic acid, a mild Mitsunobu macrolactonization step, and an I(2)-mediated deprotection with concomitant disulfide-bridge formation.
authors: Department of Chemistry and The Skaggs Institute for Chemical Biology, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, CA 92037, USA.
authors: Yanping
authors: Y
authors: Chen
authors: Celine
authors: C
authors: Gambs
authors: Yoshito
authors: Y
authors: Abe
authors: Paul
authors: P
authors: Wentworth
authors: Kim D
authors: KD
authors: Janda
mesh_terms: D047630:Depsipeptides; D010456:Peptides, Cyclic / Q000138:chemical synthesis* / Q000737:chemistry; D011549:Pseudomonas / Q000737:chemistry*
chemical_list: D047630:Depsipeptides; C482963:FR-901375; D010456:Peptides, Cyclic