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Synthesis of tritium‐labelled 9‐deazainosine
Author(s) -
Singh Ambarish K.,
Klein Robert S.
Publication year - 1988
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.2580251108
Subject(s) - chemistry , labelling , tritium , aldehyde , nucleoside , derivative (finance) , sequence (biology) , combinatorial chemistry , radiochemistry , stereochemistry , organic chemistry , biochemistry , catalysis , physics , nuclear physics , financial economics , economics
The synthesis of labelled 9‐deazainosine ( 1a,b ) from the fully blocked 9‐deazainosine ( 2 ) is achieved in six steps by selective detritylation, oxidation of the C‐5′ hydroxyl group, followed by purification via its N,N′‐diphenylimidazolidine derivative, deprotection to obtain the 5′‐aldehyde, borotritide reduction, and deisopropylidenation to give the labelled nucleoside. The sequence is of general utility in labelling nucleosides at the C‐5′ position for biochemical studies.