Abstract
The development of a practical asymmetric total synthesis of the potent HIV-1 integrase inhibitor 5 is described. Key transformations include construction of the naphthridine core in a highly efficient manner followed by cyclization of the 8-membered ring. Control of the atropisomers of intermediates and final compound 5 is also described.
MeSH terms
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Carbon-13 Magnetic Resonance Spectroscopy
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Cyclization
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HIV Integrase / drug effects*
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HIV Integrase Inhibitors / chemical synthesis*
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HIV Integrase Inhibitors / chemistry
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HIV Integrase Inhibitors / pharmacology*
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Naphthyridines / chemistry
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Proton Magnetic Resonance Spectroscopy
Substances
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HIV Integrase Inhibitors
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Naphthyridines
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HIV Integrase
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p31 integrase protein, Human immunodeficiency virus 1