115477-07-1

Upstream product

• 52022-82-9 (E)-5-bromopenta-1,3-diene 
• 100-46-9 benzylamine 
• 40596-30-3 (E)-1-chloro-2,4-pentadiene 
• 20432-40-0 (E)-penta-2,4-dienal 

Downstream Products

• 115477-31-1 (1RS,2SR,6RS)-methyl 8-benzyl-2-bromo-9-oxo-8-azabicyclo<4.3.0>non-4-ene-2-carboxylate 
• 112476-33-2 N-Benzyl-N-((E)-penta-2,4-dienyl)-acrylamide 
• 115477-32-2 (1RS,2SR,6SR)-methyl 8-benzyl-1,2-dichloro-9-oxo-8-azabicyclo<4.3.0>non-4-ene-2-carboxylate 
• 115477-32-2 (1RS,2SR,6RS)-methyl 8-benzyl-1,2-dichloro-9-oxo-8-azabicyclo<4.3.0>non-4-ene-2-carboxylate 
• 115477-30-0 (1RS,2RS,6RS)-methyl 8-benzyl-9-oxo-8-azabicyclo<4.3.0>non-4-ene-2-carboxylate 
• 115477-30-0 (1RS,2SR,6RS)-methyl 8-benzyl-9-oxo-8-azabicyclo<4.3.0>non-4-ene-2-carboxylate 
• 112476-34-3 (1RS,6SR)-8-benzyl-8-azabicyclo<4.3.0>non-2-en-7-one 
• 112476-34-3 (1RS,6RS)-8-benzyl-8-azabicyclo<4.3.0>non-2-en-7-one 
• 122457-65-2 methyl 8-benzyl-9-oxo-8-azabicyclo<4.3.0>non-1-ene-2-carboxylate 
• 77960-30-6 methyl N-benzyl-2,3-dihydro-3-oxo-1H-isoindole-4-carboxylate 
• 122469-74-3 (1RS,2SR,6RS)-methyl 8-benzyl-9-oxo-8-azabicyclo<4.3.0>nonane-2-carboxylate 
• 122457-37-8 (Z)-methyl N-benzyl-N-3-<<(E)-penta-2,4-dienyl>carbamoyl>-2,3-dichloroacrylate 
• 115477-30-0 (1RS,2SR,6SR)-methyl 8-benzyl-9-oxo-8-azabicyclo<4.3.0>non-4-ene-2-carboxylate 
• 115477-13-9 8-benzyl-5-chloro-8-azabicyclo<4.3.0>nona-3,5-dien-7-one 

Relevant academic research and scientific papers

Palladium-catalyzed [4 + 3] intramolecular cycloaddition of alkylidenecyclopropanes and dienes

Octa-5,7-dienylidenecyclopropanes undergo [4 + 3] intramolecular cycloaddition reactions upon treatment with appropriate palladium catalysts to give stereochemically rich bicyclo[5.3.0]octane systems in a completely diastereoselective manner. Copyright

3-Oxo-hexahydro-1H-isoindole-4-carboxylic Acid as a Drug Chiral Bicyclic Scaffold: Structure-Based Design and Preparation of Conformationally Constrained Covalent and Noncovalent Prolyl Oligopeptidase Inhibitors

Bicyclic chiral scaffolds are privileged motifs in medicinal chemistry. Over the years, we have reported covalent bicyclic prolyl oligopeptidase inhibitors that were highly selective for POP over a number of homologous proteins. Herein, we wish to report the structure-based design and synthesis of a novel class of POP inhibitors based on hexahydroisoindoles. A docking study guided the selection of structures for synthesis. The stereochemistry, decoration, and position within the molecule of the bicyclic scaffolds were assessed virtually. Following the synthesis of the best candidates, in vitro assays revealed that one member of this chemical series was more active than any of our previous inhibitors with a Ki of 1.0 nM. Additional assays also showed that the scaffold of this potent inhibitor, in contrast to one of our previously reported chemical series, is highly metabolically stable, despite the foreseen potential sites of metabolism. Interestingly, computer docking calculations accurately predicted the optimal features of the inhibitors.

Synthesis of Hydroisoindoles via Intramolecular Diels-Alder Reactions of Functionalised Amido Trienes

Reactions of amino dienes with acryloyl chloride, maleic anhydride, bromomaleic anhydride, and dichloromaleic anhydride were studied.Acylation and intramolecular reaction by Diels-Alder cyclisation gave bicyclic adducts.Adducts of dichloromaleic anhydride