Synthesis of novel tritium labeled oxamyristic acids

Balekudru Devadas, Steven P. Adams, Jeffrey I. Gordon

Research output: Contribution to journalArticlepeer-review

2 Scopus citations

Abstract

Syntheses of [3H]‐labeled 13‐oxa (5) and 6‐oxa (9) myristic acids with specific activity of 137 Ci/mmol and 105 Ci/mmol respectively, starting from the corresponding acetylenic precursors, 12‐methoxy‐10‐dodecynoic acid (4) and 5‐(3‐octynyloxy)pentanoic acid (8) are described. The precursor 4 is readily obtained in high yield by alkylation of the lithium salt of methyl propargyl ether with 9‐iodononanoic acid, whereas 8 is obtained by alkylation of 3‐octyn‐1‐ol with t‐butyl‐5‐bromovalerate under phase transfer conditions, followed by acid catalysed removal of the t‐butyl group.

Original languageEnglish
Pages (from-to)157-164
Number of pages8
JournalJournal of Labelled Compounds and Radiopharmaceuticals
Volume29
Issue number2
DOIs
StatePublished - Feb 1991

Keywords

  • 12‐methoxy‐10‐dodecynoic acid
  • 3‐octyn‐1‐ol
  • [ H]‐6‐oxamyristic acid
  • [H]‐13‐oxamyristic acid
  • cell biology
  • phase transfer catalysis

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