Flexible total synthesis of biphenomycin B was written by Waldmann, Herbert;He, Yu-Peng;Tan, Hao;Arve, Lars;Arndt, Hans-Dieter. And the article was included in Chemical Communications (Cambridge, United Kingdom) in 2008.Formula: C37H37BrN2O This article mentions the following:
A total synthesis of the biaryl antibiotic biphenomycin B in 11 steps and 14% yield from benzyl bromide is reported. The key steps were a clean Suzuki-Miyaura coupling of a free acid iodide, a novel 4-hydroxyornithine synthesis, and a high-yielding macrolactamization. A practical deprotection protocol allowed isolation of the target compound with excellent recovery and purity. In the experiment, the researchers used many compounds, for example, (1S,2S,4S,5R)-2-((R)-(Allyloxy)(quinolin-4-yl)methyl)-1-(anthracen-9-ylmethyl)-5-vinylquinuclidin-1-ium bromide (cas: 200132-54-3Formula: C37H37BrN2O).
(1S,2S,4S,5R)-2-((R)-(Allyloxy)(quinolin-4-yl)methyl)-1-(anthracen-9-ylmethyl)-5-vinylquinuclidin-1-ium bromide (cas: 200132-54-3) belongs to quinuclidine derivatives. Quinuclidine is found as a structural component of some biomolecules including quinine. Quinuclidine derivatives can also be formed conveniently by introducing substituents into the quinuclidine ring, but the scope of this method is rather limited by the available source of starting materials.Formula: C37H37BrN2O
Referemce:
Quinuclidine – Wikipedia,
Quinuclidine | C7H13N | ChemSpider