Abstract
The synthesis of the major metabolite of a potent 3-aminopyrazole CDK2/cyclin A inhibitor is presented. A stereoconservative approach starting from malic acid was employed to construct the hydroxy-substituted pyrrolidinone moiety. In the key step of the synthesis the use of cyanoborohydride immobilized on Amberlyst 26 in trifluoroethanol represented a valid alternative to conventional solution-phase reducing agents.
MeSH terms
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Animals
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Cell Line, Tumor
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Cell Proliferation / drug effects
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Cyclin A / antagonists & inhibitors*
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Cyclin A / metabolism
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Cyclin-Dependent Kinase 2 / antagonists & inhibitors*
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Cyclin-Dependent Kinase 2 / metabolism
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Humans
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Mass Spectrometry
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Molecular Structure
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Protein Kinase Inhibitors / chemical synthesis*
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Protein Kinase Inhibitors / chemistry
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Protein Kinase Inhibitors / pharmacology*
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Pyrrolidinones / chemistry*
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Pyrrolidinones / metabolism
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Pyrrolidinones / pharmacology*
Substances
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3-hydroxy-2-pyrrolidinone
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Cyclin A
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Protein Kinase Inhibitors
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Pyrrolidinones
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Cyclin-Dependent Kinase 2