922166-76-5Relevant academic research and scientific papers
Formal total synthesis of (+)-neopeltolide
Athe, Sudhakar,Chandrasekhar, Balla,Roy, Saumya,Pradhan, Tapan Kumar,Ghosh, Subhash
, p. 9840 - 9845 (2013/01/15)
This paper describes the formal total synthesis of (+)-neopeltolide, a cytotoxic macrolide isolated from the marine sponge Neopeltidae. The key features of the synthesis include an asymmetric Evans alkylation to fix the C9-methyl center, Jacobsen hydrolyt
Total synthesis of (+)-neopeltolide
Fuwa, Haruhiko,Naito, Shinya,Goto, Tomomi,Sasaki, Makoto
scheme or table, p. 4737 - 4739 (2009/02/06)
(Chemical Equation Presented) Rapid elaboration: (+)-Neopeltolide, a novel marine metabolite with potent cytotoxicity against several cancer cell lines, was the target of an efficient total synthesis (see scheme). The construction of the 2,4,6-trisubstituted tetrahydropyran substructure is based on a Suzuki-Miyaura coupling/ring-closing metathesis sequence. BOM = benzyloxymethyl, MPM = 4-methoxyphenylmethyl, TIPS = triisopropylsilyl.
Total synthesis of herbimycin A
Canova, Sophie,Bellosta, Veronique,Bigot, Antony,Mailliet, Patrick,Mignani, Serge,Cossy, Janine
, p. 145 - 148 (2007/10/03)
(Chemical Equation Presented) Hsp90 has recently emerged as a promising biological target for treatment of cancer. Herbimycin A and other members of the benzoquinoid ansamycin class of natural products are known to inhibit Hsp90 activity. The total synthesis of herbimycin A was achieved from the commercially available Roche ester 1 by using allylmetals to control the stereogenic centers at C6, C7, C10, C11, and C12 and a ring-closing metathesis to control the (Z)-double bond of the (E,Z)-dienic moiety.
