A convenient one‐step synthesis of 6‐selenoxo‐9‐(β‐D‐ribofuranosyl)purine 3′,5′‐cyclic phosphate and related compounds | Zendy

Shiue ChyngYann | Zendy; Chu ShihHsi | Zendy

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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.

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