A facile one-pot synthesis of 8-oxo-7,8-dihydro-(2′-deoxy)adenosine in water

Reaction of 2-mercaptoethanol with 8-bromo-2′-deoxyadenosine and 8-bromo-adenosine in aqueous solution and in the presence of triethylamine gave the 8-oxo-adenine derivatives in very good yields. Some mechanistic details are reported.

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Bibliographic Details
Published in:Tetrahedron letters 2006-01, Vol.47 (5), p.711-714
Main Authors: Chatgilialoglu, Chryssostomos, Navacchia, Maria Luisa, Postigo, Al
Format: Article
Language:English
Subjects:
8-Bromo-2′-deoxyadenosine
8-Oxo-7,8-dihydro-2′-deoxyadenosine
DNA damage
Mercaptoethanol
Nucleosides
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Description
Summary:Reaction of 2-mercaptoethanol with 8-bromo-2′-deoxyadenosine and 8-bromo-adenosine in aqueous solution and in the presence of triethylamine gave the 8-oxo-adenine derivatives in very good yields. Some mechanistic details are reported.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2005.11.099