Abstract:
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.