Total synthesis of cyclodepsipeptide Hikiamides A-C

Total synthesis of cyclodepsipeptide Hikiamides A-C was described. Fragment convergent condensation method was applied for the preparation of Hikiamides A-C, starting from Commercially available amino acid such as L-N-Boc-Phe-OH, L-N-Boc-Trp-OH, L-N-Cbz-Van-OH etc. Tripeptide fra gments (compounds 5a/5b) and dipeptide fra gments (compounds 8a/8b) were first prepared. The subsequent condensationi of the resulted two fragments provided protected linear penitapetides (compounds 9a/9b/9c); Finally, the linear penitapetide was cyclized by a mixed condensing agents comprised of PyBOP and HBTU. Hikiamides A-C was obtained with total yields of 9%, 11% and 6.5%, respectively. Compared with the natural source, this method has the advantages of low cost, convenient operation and high yield, which effectively solves the problem of low isolated yield of Hikiamides A-C from Fusarium sp.