{
  "abstract": "This study presents a quick and effective method for producing α-ribazole-2',3'-cyclophosphate from vitamin B 12 . Using an optimized microwave-assisted cyanolysis, α-ribazole-2',3'-cyclophosphate was obtained in a high isolated yield of 90% after purification by silica column chromatography. This method was compared to a revised total synthesis route where α-ribazole was produced in six steps with a 34% overall yield. This was followed by an optimized microwave-assisted cyclophosphorylation step that afforded α-ribazole-2',3'-cyclophosphate in 42% yield. Both synthetic strategies were monitored by UHPLC-MS and UHPLC-fluorescence to ensure the confirmation and quantification conversions as well as to optimize the synthesis conditions. Finally, spectroscopic studies and pH-dependent analyses have shown that the protonation of the benzimidazole moiety ( pK a values) is virtually unaffected by structural variations. Furthermore, the emission properties of α-ribazole and its cyclophosphate analogue have been found to be comparable, which confirms the validity of the analytical approaches used to monitor and quantify them.",
  "abstract_shown": true,
  "affiliations": [],
  "article_type": null,
  "arxiv": null,
  "author_total": 9,
  "authors": [
    {
      "name": "Antoine Borg"
    },
    {
      "name": "Louis Evrard"
    },
    {
      "name": "Corentin Maire"
    },
    {
      "name": "Loan Regaudie"
    },
    {
      "name": "Garoa Magunazelaia Usobiaga"
    },
    {
      "name": "Valérie Mazan"
    },
    {
      "name": "Arthur de Clerck"
    },
    {
      "name": "Stéphane Le Calvé"
    },
    {
      "name": "Mourad Elhabiri"
    }
  ],
  "bibtex": "https://research.draconitic.com/paper/eppmncg856g36.bib",
  "cited_by": 0,
  "doi": "10.1039/d6ob00916f",
  "fulltext_url": null,
  "id": "eppmncg856g36",
  "issns": [
    "1477-0520",
    "1477-0539"
  ],
  "landing_url": "https://hal.science/hal-05839063v1",
  "language": "en",
  "licence": "CC-BY-NC-4.0",
  "licence_label": "CC BY-NC 4.0",
  "licence_source": "article",
  "licence_url": "https://creativecommons.org/licenses/by-nc/4.0/",
  "metadata_licence": null,
  "native_subjects": [
    [
      "hal",
      "0.chim"
    ],
    [
      "hal",
      "1.chim.ther"
    ],
    [
      "openalex",
      "1605|Organophosphorus compounds synthesis"
    ]
  ],
  "openalex": "W7204189321",
  "pdf_url": "https://hal.science/hal-05839063/document",
  "pmcid": null,
  "pmid": null,
  "published": "2026-10-26",
  "publisher": "Royal Society of Chemistry",
  "ris": "https://research.draconitic.com/paper/eppmncg856g36.ris",
  "sources": [
    {
      "first_seen": "2026-10-30T12:18:01Z",
      "native_id": "hal-05839063",
      "source": "hal",
      "url": "https://hal.science/hal-05839063v1"
    }
  ],
  "subjects": [
    {
      "field": "chemistry",
      "origin": "hal:1.chim.ther",
      "subfield": "medicinal"
    }
  ],
  "title": "(Hemi)synthesis of ribazole-2′,3′-cyclophosphate: a key building block in cobamide chemistry",
  "title_text": "(Hemi)synthesis of ribazole-2′,3′-cyclophosphate: a key building block in cobamide chemistry",
  "type": "peer-reviewed",
  "updated_at": "2026-10-30T12:18:01Z",
  "url": "https://research.draconitic.com/paper/eppmncg856g36",
  "venue": "Organic & Biomolecular Chemistry",
  "versions": []
}