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High specific activity tritiated prostaglandin analogs I: Synthesis of enprostil‐[13, 14‐ 3 H]
Author(s) -
Parnes Howard
Publication year - 1990
Publication title -
journal of labelled compounds and radiopharmaceuticals
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.432
H-Index - 47
eISSN - 1099-1344
pISSN - 0362-4803
DOI - 10.1002/jlcr.2580280105
Subject(s) - chemistry , tritium , tritium illumination , side chain , alcohol , allylic rearrangement , allylic alcohol , catalysis , stereochemistry , specific activity , prostaglandin , tritiated water , radiochemistry , organic chemistry , biochemistry , enzyme , physics , nuclear physics , polymer
Partial reduction of the acetylenic precursor 1 with carrier‐free tritium gas in the presence of Lindlar catalyst gave the highly labelled cis ‐allylic alcohol 2 . Tritium was thus contained in the metabolically stable 13,14‐position of the lower side chain. Elaboration of 2 via a fourteen step, microscale sequence gave enprostil‐[13,14‐ 3 H] 19 having a specific activity of 41 Ci/mmol.