The synthesis of a marine cytotoxic cyclic depsipeptide obyanamide has been accomplished. The key steps include assembling liner pentapeptide via Yamaguchi esterification and HATU-promoted ring closing. The structure ...The synthesis of a marine cytotoxic cyclic depsipeptide obyanamide has been accomplished. The key steps include assembling liner pentapeptide via Yamaguchi esterification and HATU-promoted ring closing. The structure of the synthetic sample was identified by ^1H and ^13C NMR, H-H COSY, HMQC, HMBC, and HRESIMS, but appears to be different from that of the marine natural product.展开更多
Total synthesis of N-methylsansalvamide A was accomplished in solution phase by a convergent approach. An N-Boc-td-depsipepide 6 and a dipeptide ester 10 were prepared in the yield of 89% and 91%, respectively. Cycliz...Total synthesis of N-methylsansalvamide A was accomplished in solution phase by a convergent approach. An N-Boc-td-depsipepide 6 and a dipeptide ester 10 were prepared in the yield of 89% and 91%, respectively. Cyclization of the linear penta-depsipetide was achieved with PyBOP and DIPEA in DMF-CH2C12.展开更多
Asymmetric total synthesis of emericellamide B（9.4%, 17 longest linear steps） is detailed in this report. In this synthetic route, the highly methylated（2R,3R,4S,6S）-3-hydroxy-2,4,6-trimethyldodecanoic acid（HTMD...Asymmetric total synthesis of emericellamide B（9.4%, 17 longest linear steps） is detailed in this report. In this synthetic route, the highly methylated（2R,3R,4S,6S）-3-hydroxy-2,4,6-trimethyldodecanoic acid（HTMD） unit was effectively prepared through the asymmetric methylation, Wittig and Horner–Wadsworth–Emmons reaction. Moreover, pentafluorophenyl diphenylphophinate（FDPP） proved to be an effective condensation reagent for the macrolactamization between C14 and C18.展开更多
基金the National Natural Science Foundation of China （30572245）.
文摘The synthesis of a marine cytotoxic cyclic depsipeptide obyanamide has been accomplished. The key steps include assembling liner pentapeptide via Yamaguchi esterification and HATU-promoted ring closing. The structure of the synthetic sample was identified by ^1H and ^13C NMR, H-H COSY, HMQC, HMBC, and HRESIMS, but appears to be different from that of the marine natural product.
基金The authors are grateful to The National Natural Science Foundation of China （No.30472074） to The Hebei province Natural Science Foundation （No.B2006000302） for financial support of this work.
文摘Total synthesis of N-methylsansalvamide A was accomplished in solution phase by a convergent approach. An N-Boc-td-depsipepide 6 and a dipeptide ester 10 were prepared in the yield of 89% and 91%, respectively. Cyclization of the linear penta-depsipetide was achieved with PyBOP and DIPEA in DMF-CH2C12.
基金the National Natural Science Foundation of China (Nos. 21472022, 21272041, 21072034)Key Laboratory for Chemical Biology of Fujian Province for financial support
文摘Asymmetric total synthesis of emericellamide B（9.4%, 17 longest linear steps） is detailed in this report. In this synthetic route, the highly methylated（2R,3R,4S,6S）-3-hydroxy-2,4,6-trimethyldodecanoic acid（HTMD） unit was effectively prepared through the asymmetric methylation, Wittig and Horner–Wadsworth–Emmons reaction. Moreover, pentafluorophenyl diphenylphophinate（FDPP） proved to be an effective condensation reagent for the macrolactamization between C14 and C18.
