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Synthesis of carbon‐14 labelled cis ‐2‐amino‐1,9‐dihydro‐9‐[4‐(hydroxy‐methyl)‐2‐cyclopenten‐1‐YL]‐6H‐purine‐6‐one; [8‐ 14 C]carbovir: A promising anti‐aids drug
Author(s) -
Gopinathan M. B.,
Kepler J. A.
Publication year - 1991
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.2580290605
Subject(s) - chemistry , triethyl orthoformate , sodium hydroxide , hydrolysis , yield (engineering) , chloroform , carbon 14 , medicinal chemistry , purine , alkaline hydrolysis , organic chemistry , nuclear chemistry , enzyme , catalysis , materials science , physics , quantum mechanics , metallurgy
The synthesis of the title compound ( 3 ) is described. Treatment of a solution of triethyl [ 14 C]orthoformate in dry chloroform with cis ‐[4‐(2,5‐diamino‐6‐chloro‐4‐pyrimidinyl)‐amino]‐2‐cyclopentenyl carbinol ( 1 ) afforded crude 2 . Hydrolysis of crude 2 with 2 N sodium hydroxide gave 3 in 34% overall radiochemical yield with specific activity of 19.6 mCi/mmol.