{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,3,28]],"date-time":"2026-03-28T19:28:03Z","timestamp":1774726083213,"version":"3.50.1"},"reference-count":39,"publisher":"MDPI AG","issue":"23","license":[{"start":{"date-parts":[[2024,12,4]],"date-time":"2024-12-04T00:00:00Z","timestamp":1733270400000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0\/"}],"funder":[{"name":"Polish Agency for Enterprise Development","award":["FENG.01.01-IP.02-002\/23"],"award-info":[{"award-number":["FENG.01.01-IP.02-002\/23"]}]}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Molecules"],"abstract":"<jats:p>Improved methods for the synthesis of nicotine are of great importance due to the wide range of applications of synthetic nicotine, which is free from contamination with nitrosamines. Herein, we present a four-step chemical synthesis of (S)-nicotine, involving the reduction in myosmine, enantiomeric separation of nornicotine, and subsequent methylation of the appropriate enantiomer of nornicotine obtained. The reduction in myosmine was investigated using both electrochemical and chemical approaches, achieving up to 90% yields of pure nornicotine. To achieve the enantioseparation of nornicotine, its diastereomeric salts with chiral acids, specifically, N-lauroyl-(R)-alanine, were obtained in a mixture of methyl tert-butyl ether (MTBE) and chloroform, which led to the isolation of (S)-nornicotine with 92% ee. The structures of the obtained salts were determined by the X-ray diffraction (XRD) technique, which helped to explain the origin of enantiodiscrimination during the crystallization. The described methodology allows efficient regeneration of the reagents and solvents used, leading to cost-effective production of (S)-nicotine suitable for industrial-scale applications.<\/jats:p>","DOI":"10.3390\/molecules29235731","type":"journal-article","created":{"date-parts":[[2024,12,4]],"date-time":"2024-12-04T11:03:08Z","timestamp":1733310188000},"page":"5731","update-policy":"https:\/\/doi.org\/10.3390\/mdpi_crossmark_policy","source":"Crossref","is-referenced-by-count":5,"title":["Efficient Method of (S)-Nicotine Synthesis"],"prefix":"10.3390","volume":"29","author":[{"ORCID":"https:\/\/orcid.org\/0000-0002-8817-7470","authenticated-orcid":false,"given":"Nazar","family":"Trotsko","sequence":"first","affiliation":[{"name":"Department of Organic Chemistry, Medical University of Lublin, Witolda Chod\u017aki 4A, 20-093 Lublin, Poland"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-5765-4641","authenticated-orcid":false,"given":"Barbara","family":"Miroslaw","sequence":"additional","affiliation":[{"name":"Department of General and Coordination Chemistry and Crystallography, Institute of Chemical Sciences, Faculty of Chemistry, Maria Curie-Sklodowska University in Lublin, Marii Sk\u0142odowskiej-Curie, 2, 20-031 Lublin, Poland"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-8555-6793","authenticated-orcid":false,"given":"Radomir","family":"Jasi\u0144ski","sequence":"additional","affiliation":[{"name":"Department of Organic Chemistry and Technology, University of Technology in Cracow, Warszawska 24, 31-155 Krak\u00f3w, Poland"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Mateusz","family":"D\u0142ugosz","sequence":"additional","affiliation":[{"name":"A-Sense sp. z o.o, Przemys\u0142owa 46, 24-320 Poniatowa, Poland"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Ma\u0142gorzata","family":"Sadczuk","sequence":"additional","affiliation":[{"name":"Chair and Department of Synthesis and Chemical Technology of Pharmaceutical Substances, Medical University of Lublin, Witolda Chod\u017aki 4A, 20-093 Lublin, Poland"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-5571-1593","authenticated-orcid":false,"given":"Oleg M.","family":"Demchuk","sequence":"additional","affiliation":[{"name":"Faculty of Medicine, The John Paul II Catholic University of Lublin, Konstantyn\u00f3w 1J\/4.03, 20-708 Lublin, Poland"}],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"1968","published-online":{"date-parts":[[2024,12,4]]},"reference":[{"key":"ref_1","doi-asserted-by":"crossref","first-page":"325","DOI":"10.58332\/scirad2023v2i4a03","article-title":"Natural products as potential inhibitors of FLT3 for acute myeloid leukemia: HTVS, docking, and molecular dynamic simulation","volume":"2","author":"Salah","year":"2023","journal-title":"Sci. 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