Heterocyclic compounds can be divided into two categories: alicyclic heterocycles and aromatic heterocycles. Compounds whose heterocycles in the molecular skeleton cannot reflect aromaticity are called alicyclic heterocyclic compounds. Compound: 132098-59-0, is researched, Molecular C19H18N2O2, about Reactive resin facilitated preparation of an enantiopure fluorobicycloketone, the main research direction is reactive resin impurity chlorofluorooxoheptanoate fluorooxo bicyclohexanecarboxylate cyclopropanation stereoselective copper; separation reactive resin impurity chlorofluorooxoheptanoate fluorooxo bicyclohexanecarboxylate cyclopropanation stereoselective; purification reactive resin impurity chlorofluorooxoheptanoate fluorooxo bicyclohexanecarboxylate cyclopropanation stereoselective; Argonaut PS thiophenol impurity chlorofluorooxoheptanoate fluorooxo bicyclohexanecarboxylate cyclopropanation stereoselective; SiliCycle trisamine impurity chlorofluorooxoheptanoate fluorooxo bicyclohexanecarboxylate cyclopropanation stereoselective; diamine SiliCycle impurity chlorofluorooxoheptanoate fluorooxo bicyclohexanecarboxylate cyclopropanation stereoselective; Chiralpak AD fluorooxo bicyclohexanecarboxylate cyclopropanation stereoselective copper enantiomer separation.SDS of cas: 132098-59-0.
A facile preparation of enantiopure Et (1S,5S,6S)-6-fluoro-2-oxobicyclo[3.1.0]hexane-6-carboxylate is described. The key feature of the synthesis involves copper-catalyzed enantioselective intramol. cyclopropanation of (2Z)-7-Diazo-2-fluoro-6-oxo-2-heptenoic acid Et ester (I) to form the target compound (II) in a single operation. Removal of a problematic chloroketone impurity [i.e., (2Z)-7-chloro-2-fluoro-6-oxo-2-heptenoic acid Et ester] using a reactive resin treatment enabled a high throughput enantiopurity upgrade by chiral HPLC. The most effective reactive resins were SiliCycle diamine 3, SiliCycle trisamine and Argonaut PS thiophenol. The development of a scalable synthesis of II is presented, including details of the selection of catalyst and ligand optimization, incorporation of a reactive resin treatment and selection of chiral HPLC media and conditions.
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Reference:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles