A5005143804- Chemical Synthesis and Analysis
- Multicomponent Synthesis of Heterocycles
- X-ray Diffraction in Crystallography
- Crystallization and Solubility Studies
- Computational Drug Discovery Methods
- Synthesis of heterocyclic compounds
- Asymmetric Synthesis and Catalysis
- Synthesis and Catalytic Reactions
- Catalytic C–H Functionalization Methods
- Asymmetric Hydrogenation and Catalysis
- Tuberculosis Research and Epidemiology
- Innovative Microfluidic and Catalytic Techniques Innovation
- Marine Sponges and Natural Products
- Synthesis and Characterization of Pyrroles
- Cyclopropane Reaction Mechanisms
Vrije Universiteit Amsterdam
2016-2023
In the wake of Covid-19 pandemic, it has become clear that global access to efficacious antiviral drugs will be critical combat future outbreaks SARS-CoV-2 or related viruses. The orally available main protease inhibitor nirmatrelvir proven an effective treatment option for Covid-19, especially in compromised patients. We report a new synthesis featuring highly enantioselective biocatalytic desymmetrization (>99% ee) and diastereoselective multicomponent reaction (>25:1 dr) as key steps. Our...
Herein, we describe the versatile application of triphenylmethyl (trityl) isocyanide in multicomponent chemistry. This reagent can be employed as a cyanide source Strecker reaction and convertible preparation N-acyl amino acids by Ugi 4CR/detritylation free imidazo[1,2-a]pyridin-3-amines Groebke-Blackburn-Bienaymé 3CR condensation/deprotection protocol. The mechanisms these three classical MCRs intersect at common N-trityl nitrilium ion intermediate, whose predictable reactivity exploited...
An iron-catalysed carbene transfer reaction of diazo compounds to isocyanides has been developed. The resulting ketenimines are trapped in situ with various bisnucleophiles access a range densely functionalized heterocycles (pyrimidinones, dihydropyrazolones, 1H-tetrazoles) one-pot process. electron-rich Hieber anion ([Fe(CO)
Cyanohydrins are versatile intermediates toward valuable organic compounds like α-hydroxy carboxylic acids, α-amino and β-amino alcohols. Numerous protocols available for synthesis of (O-protected) cyanohydrins, but all procedures invariably rely on the use toxic cyanide sources. A novel cyanide-free O-trityl protected cyanohydrins via a catalytic Passerini-type reaction involving aldehydes trityl isocyanide is reported. The feasibility asymmetric demonstrated using chiral phosphoric acid catalysis.
We report a new synthesis of the Covid-19 drug nirmatrelvir featuring highly enantioselective biocatalytic desymmetrization and diastereoselective multicomponent reaction as key steps. Our route avoids use transition metals peptide coupling reagents, resulting in an overall atom-economic process.
Abstract The application of title reagent (III) as cyanide source is demonstrated in 3 different types reaction (Strecker, Ugi, Groebke—Blackburn—Bienaym).