2007
DOI: 10.1021/bk-2007-0949.ch022
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The Synthesis of an Antiviral Fluorinated Purine Nucleoside: 3'-α-Fluoro-2',3'-dideoxyguanosine

Abstract: In this review, the synthesis of FddG, a potential HIV reverse transcriptase inhibitor is described focusing on regio-and stereoselective fluorination at the C3'α-position of the nucleoside. These results, which include a synthetic strategy employing retentive fluorination, may provide a new approach towards a variety of C3'α -substituted nucleosides.

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Cited by 2 publications
(2 citation statements)
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“…Zalcitabine ( 34 ) is a dideoxynucleoside with cytosine as a base and differs only from didanosine ( 21 ) in that it is a base, so the detailed inhibition mechanism and synthesis method will be omitted. Alovudine ( 35 ) [23–26] will be introduced at a later stage. Unlike these dideoxynucleosides, lodenosine ( 36 ) is characterized by its stability under acidic conditions.…”
Section: Nrtis That Target Hiv‐1mentioning
confidence: 99%
See 1 more Smart Citation
“…Zalcitabine ( 34 ) is a dideoxynucleoside with cytosine as a base and differs only from didanosine ( 21 ) in that it is a base, so the detailed inhibition mechanism and synthesis method will be omitted. Alovudine ( 35 ) [23–26] will be introduced at a later stage. Unlike these dideoxynucleosides, lodenosine ( 36 ) is characterized by its stability under acidic conditions.…”
Section: Nrtis That Target Hiv‐1mentioning
confidence: 99%
“…the detailed inhibition mechanism and synthesis method will be omitted. Alovudine (35) [23][24][25][26] will be introduced at a later stage. Unlike these dideoxynucleosides, lodenosine (36) is characterized by its stability under acidic conditions.…”
Section: Synthetic Scheme Of Didanosine and Its Applicationmentioning
confidence: 99%