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Synthesis of 4′‐iodo‐4′‐[14‐ 14 C]‐deoxydoxorubicin hydrochloride (FCE 21954)
Author(s) -
Fontana Erminia,
Suarato Antonino,
Caruso Michele,
Vicario Gian Piero
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.2580251010
Subject(s) - chemistry , yield (engineering) , hydrochloride , iodine , radiochemistry , hydroxylation , derivative (finance) , halogenation , medicinal chemistry , organic chemistry , materials science , economics , financial economics , metallurgy , enzyme
The synthesis of 4′‐iodo‐4′‐[14‐ 14 C]‐deoxydoxorubicin hydrochloride (FCE 21954) in five steps is described. 4′‐Epi‐N‐trifluoroacetyl‐[14‐ 14 C]‐daunorubicin has been employed as starting material. Substitution of C‐4′‐OH with iodine and subsequent hydroxylation of the side chain, via the 14‐bromo derivative, of 4′‐iodo‐4′‐[14‐ 14 C]‐deoxydaunorubicin afforded the final product, in an overall radiochemical yield of 20%, 96% radiochemically pure and with a specific radioactivity of 252 MBq/mmol (6.8 mCi/mmol).