620567-86-4Relevant articles and documents
Total Synthesis of the Depsipeptide FR-901375
Chen, Yanping,Gambs, Celine,Abe, Yoshito,Wentworth Jr., Paul,Janda, Kim D.
, p. 8902 - 8905 (2007/10/03)
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 I2-mediated deprotection with concomitant disulfide-bridge formation.