A rapid synthesis of [82Br]‐2‐deoxy‐2‐bromo‐D‐mannose and [82Br]‐ 2‐deoxy‐2‐bromo‐D‐glucose using D‐glucal as precursor

Yoshio Homma, Yuko Murase, Michiko Ishii, Kazue Sonehara

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Abstract

A new rapid synthesis of [82Br]‐2‐deoxy‐2‐bromo‐D‐mannose and [82Br]‐2‐deoxy‐2‐bromo‐D‐glucose is described. Reaction of 82Br2 with D‐glucal in CHCl3, followed by treatment with 1 N HCl gave [82Br]‐2‐deoxy‐2‐bromo‐D‐mannose and [82Br]‐2‐deoxy‐2‐bromo‐D‐glucose in the yield of 61.1 % and 27.7 %, respectively. The synthesis time was 20 min. The radiochemical purity of [82Br]‐2‐deoxy‐2‐bromo‐D‐mannose and [82Br]‐2‐deoxy‐2‐bromo‐D‐glucose was greater than 95 %. The radiochemical yield of [82Br]‐2‐deoxy‐2‐bromo‐D‐mannose and [82 Br]‐2‐deoxy‐2‐bromo‐D‐glucose was 14.3 % and 31.6 %, respectively. D‐Glucal was shown to be a useful precursor to allow rapid production of usable amounts of glucose analogs such as [75Br]‐2‐deoxy‐2‐bromo‐D‐mannose and [75Br]‐2‐deoxy‐2‐bromo‐D‐glucose.

Original languageEnglish
Pages (from-to)791-797
Number of pages7
JournalJournal of Labelled Compounds and Radiopharmaceuticals
Volume23
Issue number7
DOIs
Publication statusPublished - 1986 Jul

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Keywords

  • Br
  • FDG
  • bromination
  • glucose analog

ASJC Scopus subject areas

  • Analytical Chemistry
  • Biochemistry
  • Radiology Nuclear Medicine and imaging
  • Drug Discovery
  • Spectroscopy
  • Organic Chemistry

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