{"entity": "publication", "iuid": "fe2558fb51684bc0b667fdc1b59b8f59", "timestamp": "2026-08-26T22:46:49.259Z", "links": {"self": {"href": "https://publications-affiliated.scilifelab.se/publication/fe2558fb51684bc0b667fdc1b59b8f59.json"}, "display": {"href": "https://publications-affiliated.scilifelab.se/publication/fe2558fb51684bc0b667fdc1b59b8f59"}}, "title": "Improved Synthesis and Isolation of Bedaquiline.", "authors": [{"family": "Lubanyana", "given": "Hlengekile", "initials": "H"}, {"family": "Arvidsson", "given": "Per I", "initials": "PI"}, {"family": "Govender", "given": "Thavendran", "initials": "T"}, {"family": "Kruger", "given": "Hendrik G", "initials": "HG"}, {"family": "Naicker", "given": "Tricia", "initials": "T"}], "type": "journal article", "published": "2020-02-25", "journal": {"title": "ACS Omega", "issn": "2470-1343", "volume": "5", "issue": "7", "pages": "3607-3611", "issn-l": "2470-1343"}, "abstract": "Bedaquiline (BDQ) is the most critical pharmaceutical in the world for treating multidrug-resistant Mycobacterium tuberculosis. Despite it being highly effective, BDQ asymmetric synthesis remains a challenge. Herein, the influence of chiral bases, namely, bis(1-phenylethyl)amine, bisoxazoline, and sparteine on the diastereoselective lithiation reaction to obtain BDQ was investigated. The highest diastereoselective ratio (dr) emerged as 90:10 from the (+)-bis[(R)-1-phenylethyl] lithium amide. This is a significant improvement from the 50:50 dr achieved from the commercial synthesis. Thereafter, the desired (90:10 RS, SR) diastereomeric mixture was easily isolated via a gravity column and subjected to chiral supercritical fluid chromatography (SFC) to access the desired enantiomer (1R, 2S)-BDQ. The advantages of this procedure are enhanced diastereoselection as well as a greener, faster way to achieve excellent enantioseparation (up to 1.0 g scale).", "doi": "10.1021/acsomega.9b04037", "pmid": "32118176", "labels": [], "xrefs": [{"db": "pmc", "key": "PMC7045498"}], "notes": [], "created": "2026-08-20T08:12:54.326Z", "modified": "2026-08-20T08:13:18.419Z"}