Synthesis and biological evaluation of 2-fluoro-8-azaadenosine and related compounds

JA Montgomery, AT Shortnacy…

Index: Montgomery, John A.; Shortnacy, Anita T.; Secrist, John A. Journal of Medicinal Chemistry, 1983 , vol. 26, # 10 p. 1483 - 1489

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Citation Number: 33

Abstract

Throughout the text we have utilized the 8-azapurine designation to more readily relate the compounds discussed to the corresponding purines. The Experimental Section has the correct names for the compounds synthesized. Proper names for other compounds mentioned in the text are as follows: 2, 6-bis (rnethylthio)-8-aza-SH-purine, 5, 7-bis (methylthio)-3H-1, 2, 3-triazolo [4, 5-d] pyrimidine; 8-azaadenosine, 3-PD-ribo-furanosyl- ...

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Acetone Structure

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Acetone

~%

3H-1,2,3-Triazolo[4,5-d]pyrimidin-7-amine,3-[2,3-O-(1-methylethylidene)-b-D-ribofuranosyl] Structure

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3H-1,2,3-Triazolo[4,5-d]pyrimidin-7-amine,5-fluoro Structure

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~82%

2-(3,5-diamino-2,4,7,8,9-pentazabicyclo[4.3.0]nona-1,3,5,7-tetraen-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol Structure

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2-(3,5-diamino-2,4,7,8,9-pentazabicyclo[4.3.0]nona-1,3,5,7-tetraen-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol Structure

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Beta-D-Ribofuranose 1,2,3,5-tetraacetate Structure

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2-(3,5-diamino-...

~20%

2-(5-amino-3-fluoro-2,4,7,8,9-pentazabicyclo[4.3.0]nona-1,3,5,7-tetraen-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol Structure

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~%

2-(5-amino-3-fluoro-2,4,7,8,9-pentazabicyclo[4.3.0]nona-1,3,5,7-tetraen-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol Structure

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