4.4 Article

Formal Synthesis of Hepatitis C Virus NS5B Polymerase Inhibitor

Journal

SYNLETT
Volume 24, Issue 16, Pages 2143-2147

Publisher

GEORG THIEME VERLAG KG
DOI: 10.1055/s-0033-1339522

Keywords

benzyne; magnesium; one-pot; tandem reaction; total synthesis

Funding

  1. MEXT, Japan
  2. KAKENHI [21790006, 23790004]
  3. Cabinet Office, Government of Japan [LS008]
  4. Suntory Institute for Bioorganic Research
  5. Astellas Foundation for Research on Metabolic Disorders
  6. Banyu Life Science Foundation International
  7. Grants-in-Aid for Scientific Research [23790004, 21790006] Funding Source: KAKEN

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A formal synthesis of a hepatitis C virus (HCV) inhibitor is described. The synthesis features a benzyne-mediated one-pot indoline formation-methylation sequence and an In(OTf)(3)-mediated mild oxa-Pictet-Spengler reaction for the synthesis of substituted electron-rich pyranoindole.

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