Synthesis of pinane thromboxane A₂ via suzuki-miyaura coupling

<p>In 1975, Hamberg and associates [1] discovered that human platelets transform arachidonic acid into prostaglandin endoperoxides then further into thromboxane B₂ through the unstable intermediate thromboxane A₂. Pinane thromboxane A₂ is a stable analog of the unstable thromboxane A₂ [2]. Its antithrombotic activity includes the inhibition of platelet aggregation, artery constriction, and thromboxane synthetase [2] and the contraction of induced stomach muscle [3].</p> <p>This project focuses on the synthesis of pinane thromboxane A₂ via a Suzuki-Miyaura coupling. Advantages of this route include the first example of the use of the Suzuki coupling with this compound, fewer steps within the synthesis and the use of less-toxic chemicals. Accomplishing the Suzuki-Miyaura coupling has proven to be the greatest challenge and will be described in detail (Scheme).</p>

Name thesis:degree_name

Master of Science (MS)

Level thesis:degree_level

Campus Only Thesis

Discipline thesis:degree_discipline

Chemistry

Year dc:date.available

2015

Author dc:creator

• Grenke, Holly

Contributors dc:contributor

• Harriet Lindsay, Ph.D., Chair
• Gregg Wilmes, Ph.D.
• Dana Sanford

• Arachidonic acid
• blood platelets aggregation
• blood platelets
• Chemistry

Repository record dc:identifier

https://commons.emich.edu/theses/610

OAI identifier oai:identifier

oai:commons.emich.edu:theses-1989