Practical synthesis of 9-(2,3-dideoxy-2-fluoro-β-d-threo-pentofuranosyl)adenine (FddA) via a purine 3′-deoxynucleoside

[1]  V. Marquez,et al.  The “β-Fluorine Effect” in the Non-Metal Hydride Radical Deoxygenation of Fluorine-Containing Nucleoside Xanthates , 2000, Nucleosides, nucleotides & nucleic acids.

[2]  S. Takamatsu,et al.  Synthesis of 9-(2-Deoxy-2-fluoro-β-D-arabinofuranosyl)adenine Bearing a Slectively Removable Protecting Group , 1999 .

[3]  V. Marquez,et al.  A new synthetic approach to the clinically useful, anti-HIV-active nucleoside, 9-(2,3-dideoxy-2-fluoro-β-D-threo-pentofuranosyl)adenine (β-FddA). Introduction of a 2′-β-fluoro substituent via inversion of a readily obtainable 2′-α-fluoro isomer , 1998 .

[4]  A. Matsuda,et al.  Synthesis of 2-Alkynylcordycepins and Evaluation of Their Vasodilating Activity , 1998 .

[5]  H. Mitsuya,et al.  In vitro induction of human immunodeficiency virus type 1 variants resistant to 2'-beta-Fluoro-2',3'-dideoxyadenosine , 1997, Antimicrobial agents and chemotherapy.

[6]  D. Mayers,et al.  2′-Fluoro-2′,3′-Dideoxyarabinosyladenine (F-ddA): Activity against Drug-Resistant Human Immunodeficiency Virus Strains and Clades A-E , 1997 .

[7]  E. De Clercq,et al.  Synthesis and antiviral activity of 6-chloropurine arabinoside and its 2'-deoxy-2'-fluoro derivative. , 1996, Chemical & pharmaceutical bulletin.

[8]  R. Davey,et al.  Potent activity of 2'-beta-fluoro-2',3'-dideoxyadenosine against human immunodeficiency virus type 1 infection in hu-PBL-SCID mice , 1996, Antimicrobial agents and chemotherapy.

[9]  Bruce E. Parker,et al.  Triethylamine poly(hydrogen fluorides) in the synthesis of a fluorinated nucleoside glycon , 1996 .

[10]  V. Marquez,et al.  A diastereoselective synthesis of (S,S)-α-fluoro-2,2-dimethyl-1,3-dioxolane-4-propanoic acid methyl ester, a key intermediate for the preparation of anti-HIV effective fluorodideoxynucleosides , 1994 .

[11]  Kyoichi A. Watanabe,et al.  Synthesis of 2′-β-fluoro-substituted nucleosides by a direct approach , 1993 .

[12]  C. K. Chu,et al.  Nucleosides and Nucleotides as Antitumor and Antiviral Agents , 1993, Springer US.

[13]  Y. Uchida,et al.  A Novel Method for the Synthesis of ddA and F-ddA Via Regioselective 2′-O-Deacetylation of 9-(2,5-DI-O-Acetyl-3-bromo-3-deoxy-β-D-xylofuranosyl)adenine , 1992 .

[14]  Kyoichi A. Watanabe,et al.  A synthesis of 9-(2-deoxy-2-fluoro-.beta.-D-arabinofuranosyl)adenine and -hypoxanthine. An effect of C3'-endo to C2'-endo conformational shift on the reaction course of 2'-hydroxyl group with DAST , 1992 .

[15]  H. Mitsuya,et al.  Potential anti-AIDS drugs. Lipophilic, adenosine deaminase-activated prodrugs. , 1991, Journal of medicinal chemistry.

[16]  R. Wysocki,et al.  A more expedient approach to the synthesis of anti-HIV-active 2,3-dideoxy-2-fluoro-β-D-threo-pentofuranosyl nucleosides , 1991 .

[17]  H. Mitsuya,et al.  Acid-stable 2'-fluoro purine dideoxynucleosides as active agents against HIV. , 1990, Journal of medicinal chemistry.

[18]  E. De Clercq,et al.  Synthesis and anti-HIV activity of various 2'- and 3'-substituted 2',3'-dideoxyadenosines: a structure-activity analysis. , 1987, Journal of medicinal chemistry.

[19]  H. Mitsuya,et al.  2',3'-Dideoxy-2'-fluoro-ara-A. An acid-stable purine nucleoside active against human immunodeficiency virus (HIV). , 1987, Biochemical pharmacology.