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

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.