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A convenient one‐step synthesis of 6‐selenoxo‐9‐(β‐D‐ribofuranosyl)purine 3′,5′‐cyclic phosphate and related compounds
Author(s) -
Shiue ChyngYann,
Chu ShihHsi
Publication year - 1975
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570120310
Subject(s) - chemistry , selenide , yield (engineering) , purine , adenosine , aqueous solution , pyridine , hydrogen sulfide , sulfide , organic chemistry , combinatorial chemistry , medicinal chemistry , selenium , biochemistry , enzyme , sulfur , materials science , metallurgy
A useful, facile procedure for preparing seleno‐heterocyclic compounds is reported. Treatment of cAMP, AMP, adenosine, 2‐aminoadenosine, adenine arabinoside and formycin with hydrogen selenide in aqueous pyridine at 65° for 1.5‐5 days gave the corresponding seleno compounds in good yield, while these compounds were relatively inert to hydrogen sulfide. A reaction mechanism is proposed.