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Your search keyword '"Mads Hartvig Clausen"' showing total 2 results
Start Over Author "Mads Hartvig Clausen" Journal bioorganicmedicinal chemistry
2 results on '"Mads Hartvig Clausen"'

1. Synthesis of 1,4,5 trisubstituted γ-lactams via a 3-component cascade reaction

Author

Mads Hartvig Clausen, Rémy Morgentin, Nicolas Fleury-Brégeot, Peng Wu, Thomas E. Nielsen, Rico Petersen, Claude Lardy, Michael Agerup Mortensen, A. Emil Cohrt, and Michael Åxman Petersen

Subjects
Scaffold, Lactams, Molecular Structure, Chemistry, Stereochemistry, Component (thermodynamics), Organic Chemistry, Clinical Biochemistry, food and beverages, Pharmaceutical Science, Stereoisomerism, Biochemistry, Combinatorial chemistry, Catalysis, Small Molecule Libraries, Cascade reaction, One pot reaction, Drug Discovery, Molecular Medicine, Combinatorial Chemistry Techniques, Molecular Biology
Abstract

A three component one-pot cascade reaction was developed for the synthesis of 1,4,5-trisubstituted γ-lactams. The resulting scaffold can be modified independently at three positions, two of which are conveniently accessed by changing the components of the one-pot reaction. The phases of building block generation, scaffold synthesis and subsequent appendage modification were adapted to library production, which resulted in a screening library of 500 compounds.

Published
2014

2. Synthesis of hexahydropyrrolo[2,1-a]isoquinoline compound libraries through a Pictet-Spengler cyclization/metal-catalyzed cross coupling/amidation sequence

Author

A. Emil Cohrt, Michael Åxman Petersen, Peng Wu, Rico Petersen, Thomas E. Nielsen, and Mads Hartvig Clausen

Subjects
Stereochemistry, Clinical Biochemistry, Pharmaceutical Science, Sequence (biology), Biochemistry, Catalysis, Metal, Small Molecule Libraries, chemistry.chemical_compound, Reaction sequence, Drug Discovery, Isoquinoline, Molecular Biology, Biological Products, Cycloaddition Reaction, Molecular Structure, Chemistry, Drug discovery, Organic Chemistry, Isoquinolines, Combinatorial chemistry, Amides, Metals, visual_art, visual_art.visual_art_medium, Molecular Medicine, Oxidative cleavage
Abstract

Molecular libraries of natural product-like and structurally diverse compounds are attractive in early drug discovery campaigns. In here, we present synthetic methodology for library production of hexahydropyrrolo[2,1-a]isoquinoline (HPIQ) compounds. Two advanced HPIQ intermediates, both incorporating two handles for diversification, were synthesized through an oxidative cleavage/Pictet–Spengler reaction sequence in high overall yields. A subsequent metal-catalyzed cross coupling/amidation protocol was developed and its utility in library synthesis was validated by construction of a 20-membered natural product-like molecular library in good overall yields.

Published
2014

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