Novel, low-cost, and environmentally friendly pathway for synthesizing tigecycline

The development of tigecycline, effective against tetracycline-resistant bacteria, began with the synthesis of its precursor, 9-amino minocycline, derived from minocycline hydrochloride through nitration. Water served as the primary solvent, ensuring cost-effective processing. In the final step, con...

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Veröffentlicht in:Journal of the Indian Chemical Society 2024-11, Vol.101 (11), p.101441, Article 101441
Hauptverfasser: Sompura, Vandanaben Bhupatray, Ghumara, Rizwan Y., RanajiKiri, Naresh, Akhaja, Tarunkumar N., Sutariya, Tushar Ravjibhai, Ram, Samat Rama, Raval, Jignesh Priyakant, Kamani, Keyur kumar A.
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Sprache:eng
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Zusammenfassung:The development of tigecycline, effective against tetracycline-resistant bacteria, began with the synthesis of its precursor, 9-amino minocycline, derived from minocycline hydrochloride through nitration. Water served as the primary solvent, ensuring cost-effective processing. In the final step, conversion to tigecycline required only tert-butylglycinoyl chloride hydrochloride as a reactant. This method shows great potential for the sustainable production of tigecycline, making it more accessible for large-scale use as an antibiotic. Throughout the synthesis, various techniques such as IR, 1H NMR, 13C NMR, and mass spectrometry were used to characterize each product at different stages. [Display omitted]
ISSN:0019-4522
DOI:10.1016/j.jics.2024.101441