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Efficient Synthesis of 14 C‐Labeled 1 H ‐Pyrazolo[3,4‐ d ]pyrimidine and Related [4.3.0]‐Bicyclic Pyrimidino Systems
Author(s) -
Ho Jonathan Z.,
Van Arsdale Kyle R.,
Braun Matthew P.
Publication year - 2008
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.200890102
Subject(s) - chemistry , pyrimidine , bicyclic molecule , yield (engineering) , combinatorial chemistry , purine , stereochemistry , organic chemistry , materials science , metallurgy , enzyme
In support of a research program aimed at discovering purine‐related anticancer drug candidates, a method for the 14 C‐labeling of pyrazolopyrimidines utilizing the readily available labeled starting material, sodium [ 14 C]formate, has been developed with a good overall yield. This new method was proven to be general in the preparation of other related [4.3.0]heterocycles containing N, O, and S atoms. A concise synthesis of a model compound, 8‐aza‐7‐deaza‐5′‐[ 14 C]noraristeromycin, was achieved utilizing this methodology as a key step.

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