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Synthesis of [ 3 H], [ 13 C 2 15 N] and [ 14 C]Sch 66336 (Sarasar™)
Author(s) -
Hesk D.,
Cesarz D.,
Magatti C.,
Voronin K.,
Lavey C.,
McNamara P.,
Koharski D.,
Saluja S.,
Hendershot S.,
Pham H.,
Truong V.
Publication year - 2005
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.891
Subject(s) - chemistry , potassium cyanide , yield (engineering) , cyanide , potassium , urea , piperidine , medicinal chemistry , chemical synthesis , tritiated water , nuclear chemistry , specific activity , stereochemistry , organic chemistry , tritium , biochemistry , enzyme , in vitro , materials science , metallurgy , physics , nuclear physics
[ 3 H]Sch 66336 was prepared at a specific activity of 1.35 Ci/mmol by Ru(Ph 3 P) 3 Cl 2 catalysed exchange with tritiated water. [ 13 C 2 15 N]Sch 66336 was synthesized from potassium [ 13 C]cyanide and [ 13 C 15 N 2 ]urea in 29% overall yield from potassium [ 13 C]cyanide. [ 14 C]Sch 66336 was synthesized from potassium [ 14 C]cyanide in 31% yield. A second synthesis, from N ‐Boc‐4‐hydroxy[ 14 C]piperidine, gave [ 14 C]Sch 66336 labelled in a different site in 19% overall yield. Copyright © 2004 John Wiley & Sons, Ltd.
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