Synthesis of 8-Methoxypenciclovir and 8-Methoxyganciclovir through Methyl Triflate, a New Potential Approach to Label Penciclovir and Ganciclovir with Carbon-11

Qi Huang Zheng, Ji Quan Wang, Xiangshu Fei, Gary D. Hutchins

Research output: Contribution to journalArticle

12 Scopus citations

Abstract

In an effort to make HSV-tk gene reporter probes 8-FPCV and 8-FGCV labeled with fluorine-18, via the nucleophilic substitution reaction of PCV and GCV quaternized methylamine salt precursors with KF/Kryptofix 2.2.2, a new and unusual reaction through methyl triflate was discovered. Subsequently, new compounds 8-MeOPCV and 8-MeOGCV were synthesized from PCV and GCV in six steps with 12% and 20% overall chemical yield, respectively, and a novel potential approach to label PCV and GCV with carbon-11 has been proposed.

Original languageEnglish (US)
Pages (from-to)2785-2794
Number of pages10
JournalSynthesis
Issue number18
DOIs
StatePublished - Jan 1 2003

Keywords

  • 8-methoxyganciclovir
  • 8-methoxypenciclovir
  • Gene reporter probes
  • Herpes simplex virus thymidine kinase (HSV-tk)
  • Positron emission tomography (PET)

ASJC Scopus subject areas

  • Organic Chemistry

Fingerprint Dive into the research topics of 'Synthesis of 8-Methoxypenciclovir and 8-Methoxyganciclovir through Methyl Triflate, a New Potential Approach to Label Penciclovir and Ganciclovir with Carbon-11'. Together they form a unique fingerprint.

  • Cite this