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 fragments(compounds 5a / 5b )and dipeptide fragments(compounds 8a / 8b )were first prepared. The subsequent condensation of the resulted two fragments provided protected linear pentapetides(compounds 9a / 9b / 9c ); Finally, the linear pentapetide 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.