Total Synthesis of Muraymycin A1: A Protecting Group Strategy for Nucleoside Antibiotic Synthesis
Muraymycin A1 (MA1) is the most structurally complex member of its family, characterized by a 13-(1-hydroxyguanidino)tridecanoate moiety. Owing to the acid-labile hydroxyguanidino group, its chemical synthesis demands a sophisticated protecting group strategy. We accomplished the total synthesis of MA1 through highly stereoselective alkynylation and Strecker reactions, employing a (4,4'-bisfluorophenyl)methoxymethyl (BFPM)-protected uridine derivative.
Authors
- Michio Kurosu (ORCID: https://orcid.org/0000-0003-0092-0619)
- Antonio Sánchez‐Ruiz (ORCID: https://orcid.org/0000-0002-3656-7442)
- Katsuhiko Mitachi (ORCID: https://orcid.org/0000-0002-6897-8959)
- Francisco Sarabia (ORCID: https://orcid.org/0000-0002-5149-3576)
- Iván Cheng‐Sánchez (ORCID: https://orcid.org/0000-0001-8606-6710)
Institutions
- University of Tennessee Health Science Center (US)
- University of Castilla-La Mancha (ES)
- Universidad de Málaga (ES)
Publication Details
- Journal
- Organic Letters
- Published
- 2025-08-21
- DOI
- https://doi.org/10.1021/acs.orglett.5c02840
- Citations
- 2
- Primary Topic
- Chemical Synthesis and Analysis
- Type
- article
- Field-Weighted Citation Impact
- 1.61
Funders
- Ministerio de Ciencia, Innovación y Universidades
- National Institute of General Medical Sciences