Synthesis of a New Proteasome Inhibitor Displaying an α-Keto β-Epoxyester Warhead
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Title
Synthesis of a New Proteasome Inhibitor Displaying an α-Keto β-Epoxyester WarheadAuthor (s)
Tutor/Supervisor; University.Department
González Adelantado, Florenci Vicent; Universitat Jaume I. Departament de Química Inorgànica i OrgànicaDate
2017Publisher
Universitat Jaume IAbstract
In this work, the design and synthesis of a new proteasome inhibitor warhead has been
accomplished. Chemical structure of the inhibitor displays three fragments: an α-keto β-
epoxyester moiety as a warhead, a ... [+]
In this work, the design and synthesis of a new proteasome inhibitor warhead has been
accomplished. Chemical structure of the inhibitor displays three fragments: an α-keto β-
epoxyester moiety as a warhead, a dipeptidyl linker and an azido-L-phenylalanine as a
“clickable” part with a tag. The desired inhibitor has been prepared through a convergent
synthesis of the three fragments. The synthesis of the warhead has two key steps: a
Morita-Baylis-Hillman reaction and an epoxidation reaction. [-]
Subject
Description
Treball Final del Màster Universitari en Química Aplicada i Farmacològica. Codi: SIM138. Curs acadèmic 2016/2017
Type
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