100560-53-0Relevant academic research and scientific papers
Stereoselective Total Synthesis of (S)-(-)-Dolichol-20
Inoue, Seiichi,Kaneko, Toshihiko,Takahashi, Yuichi,Miyamoto, Osamu,Sato, Kikumasa
, p. 1036 - 1037 (1987)
A stereoselective synthesis of (S)-(-)-Dolichol-20 (1a) was achieved using (Z,Z,Z,Z,Z,Z,Z,Z,E,E)-undecaprenol (11), the C20 block (5), and the optically active C25 block (3) as the key building blocks.
Synthesis of a comprehensive polyprenol library for the evaluation of bacterial enzyme lipid substrate specificity
Wu, Baolin,Woodward, Robert,Wen, Liuqing,Wang, Xuan,Zhao, Guohui,Wang, Peng George
, p. 8162 - 8173 (2014/01/06)
Polyprenols, a universal class of glycan-carrier lipids, play important roles in glycan biosynthesis in wide variety of living organisms. The chemical synthesis of natural polyisoprenols such as undecaprenol and dolichols, and even more so the synthesis o
Synthesis and NMR characterization of (Z, Z, Z, Z, E, E,ω)- heptaprenol
Hesek, Dusan,Lee, Mijoon,Zajicek, Jaroslav,Fisher, Jed F.,Mobashery, Shahriar
, p. 13881 - 13888 (2012/10/08)
We describe a practical, multigram synthesis of (2Z,6Z,10Z,14Z,18E,22E)-3, 7,11,15,19,23,27-heptamethyl-2,6,10,14,18,22,26-octacosaheptaen-1-ol [(Z 4,E2,ω)-heptaprenol, 4] using the nerol-derived sulfone 8 as the key intermediate. Su
Stereospecific Synthesis of (Z,Z,Z,Z,Z,Z,Z,Z,E,E)-Undecaprenol (Bacterialprenol) using an all-cis-Diterpene Building Block
Sato, Kikumasa,Miyamoto, Osamu,Inoue, Seiichi,Matsuhashi, Yasusuke,Koyama, Shingo,Kaneko, Toshihiko
, p. 1761 - 1762 (2007/10/02)
Base-induced coupling of two monoterpene building blocks (6) and (7) followed by functional group transformations afforded an all-cis-diterpene building block (4), which was used to effect C20 homologation of (E,E)-farnesol and (Z,Z,Z,Z,E,E)-heptaprenol (
