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Synthesis of Substituted Pyrrolidines
KTH, School of Chemical Science and Engineering (CHE).
2016 (English)Independent thesis Advanced level (degree of Master (Two Years)), 20 credits / 30 HE creditsStudent thesisAlternative title
Syntes av substituerade pyrrolidiner (Swedish)
Abstract [en]

The task of medicinal chemists in a drug discoveryproject is to synthesize/design analogues to the screening hits, simultaneouslyincreasing target potency and optimizing the pharmacological properties.  This requires a wide selection of moleculesto be synthesized, where both synthetic feasibility and price of startingmaterials are of great importance. In this work, a synthetic pathway from cheapand readily available starting materials to highly modifiable 2,4-disubstitutedpyrrolidines is demonstrated. Previously reported procedures to similarpyrrolidines use expensive catalysts, requires harsh conditions and requiresnon-commercially available starting materials. The suggested pathway herein has demonstrated great possibility forvariation in the 4-position, including fluoro, difluoro, nitrile and alcoholfunctional groups. There are several areas in which the synthesis can beimproved and expanded upon. Improvements can be made by optimizing thedescribed reaction conditions and further expansion of possible modificationsin both 2- and 4-position could be explored.

Place, publisher, year, edition, pages
2016.
Keyword [en]
Pyrrolidines, Multistep synthesis, Fragment-based drug design, Drug discovery, Organic chemistry
National Category
Organic Chemistry
Identifiers
URN: urn:nbn:se:kth:diva-207056OAI: oai:DiVA.org:kth-207056DiVA: diva2:1095512
Available from: 2017-05-15 Created: 2017-05-15 Last updated: 2017-05-15Bibliographically approved

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School of Chemical Science and Engineering (CHE)
Organic Chemistry

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  • apa
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