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Asymmetric Synthesis of 2-Phenylpyrrolidines for SAR Study of Thienopyrimidine-based EGFR Kinase Inhibitors

Ramsnes, Andreas Behne
Master thesis
Åpne
19568_FULLTEXT.pdf (Låst)
19568_COVER.pdf (Låst)
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http://hdl.handle.net/11250/2615648
Utgivelsesdato
2018
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  • Institutt for kjemi [786]
Sammendrag
The aim of this master s thesis was to carry out a preliminary structure-activity relationship (SAR) study of thieno[2,3-d]pyrimidines with racemic and enantioenriched 2-phenylpyrrolidine as a substituent on C-4. One objective was to investigate if secondary amines are essential substituents at C-4 by preparing thieno[2,3-d]pyrimidines with a tertiary heterocyclic amine. This study has also included compounds with pyrrolidine as a C-4 substituent, to study the contribution of the phenyl moiety on the amine on the EGFR-TK activity. All amines and thieno[2,3-d]pyrimidines have been synthesized as part of the project, and a second objective of this master s thesis was to investigate viable synthetic routes to obtain enantioenriched 2-phenylpyrrolidine with high chemical and enantiopurity.
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