1‐dehydrohexestrol. Synthesis of a precursor for the preparation of tritium‐labeled hexestrol derivatives and its use in a new, convenient synthesis of tritium‐labeled o‐azido‐hexestrol

Ramanuj Goswami, Michael R. Kilbourn, John A. Katzenellenbogen

Research output: Contribution to journalArticlepeer-review

Abstract

Erthro‐1‐dehydrohexestrol (4a), an analog of the nonsteroidal estrogen meso‐hexestrol containing a double bond in the side chain, has been synthesized as a general precursor for the preparation of tritium‐labeled hexestrol derivatives. It can be functionalized further as needed, and upon catalytic hydrogenation with tritium gas, it furnishes the desired erythro or meso diastereomer of the hexestrol derivatives. Its use is exemplified in the synthesis of 3H‐o‐azidohexestrol (9c) with high specific activity.

Original languageEnglish (US)
Pages (from-to)407-418
Number of pages12
JournalJournal of Labelled Compounds and Radiopharmaceuticals
Volume18
Issue number3
DOIs
StatePublished - Mar 1981

Keywords

  • Carrier‐Free Tritium
  • Estrogen
  • Hexestrol
  • o‐Azidohexestrol
  • Photoaffinity Label

ASJC Scopus subject areas

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

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