Synonyms:Cycloundecane;294-41-7;J5S7AK66JC;UNII-J5S7AK66JC;DTXSID00183620;Q118033
99% *data from raw suppliers
There total 7 articles about Cycloundecane which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:
Reference yield: 59.9%
Reference yield: 40.0%
Reference yield:
cis-Bicyclo<5.4.0>undeca-8,10-diene
The study details the enantiospecific total synthesis of the indolizidine alkaloid (+)-ipalbidine, a nonaddictive analgesic with additional biological activities. The synthesis starts from (?)-pyroglutamic acid and involves several key steps. Initially, the alcohol derived from pyroglutamic acid methyl ester is converted to a tosylate, which is then reacted with a higher-order cuprate reagent to form an olefinic amide. This amide is condensed with a bromide, prepared from an ester through reduction and bromination steps, to yield a diene. The diene undergoes ozonolysis to form a diketone, which is then subjected to an intramolecular McMurry coupling reaction using low-valent titanium to construct the desired carbon-carbon double bond, yielding the core structure of ipalbidine. The final steps include reduction of the amide function and debenzylation to obtain the natural product. The study also explores an alternative synthetic path involving the elimination of a vic-diol function from a major byproduct of the McMurry coupling. The developed synthetic strategy is noted for its potential applicability to the synthesis of other biologically active alkaloids.
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