Synthesis of 2'-"up" fluorinated 2'-deoxy-arabinofuranosyl purin

Organic compounds -- part of the class 532-570 series – Organic compounds – Carbohydrates or derivatives

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536 274, 536 276, 536 2780, 536 2781, C07H 1919

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055257208

ABSTRACT:
The present invention provides a compound having the structure: ##STR1## wherein R.sup.1 is hydrogen, benzyl or a substituted benzyl group;

REFERENCES:
patent: 3687931 (1972-08-01), Verheyden et al.
patent: 4751221 (1988-06-01), Watanabe et al.
patent: 4918179 (1990-04-01), Watanabe et al.
patent: 5034518 (1991-07-01), Montgomery et al.
patent: 5126506 (1992-06-01), Sterzycki et al.
Middleton, "New Fluorinating Agents. Dialkylaminosulfur Fluorides," J. Org. Chem., 40(5), 574-578 (1975).
Sharma et al., "A General and Convenient Method for Synthesis of 6-Fluoro-6-Deoxyhexoses," Tetrahedron Letters, 1977(6), 573-576.
Fieser(I), Reagents for Organic Synthesis, 12, 183-185 (1986).
Fieser(II), Reagents for Organic Synthesis, 12, 558-559 (1986).
Fieser(III), Reagents for Organic Synthesis, 11, 590 (1986).
Fieser(IV), Reagents for Organic Synthesis, 10, 142-143 (1982).
Fieser(V), Reagents for Organic Synthesis, 10, 123-125 (1982).
Fieser(VI), Reagents for Organic Synthesis, 10, 452-453 (1982).
Fieser(VII), Reagents for Organic Synthesis, 8, 166-167 (1980).
Fieser et al., Reagents for Organic Synthesis, 6, 183-184 (1977).
Kochetkov et al., Organic Chemistry of Nucleic Acids, Part B, Plenum Press, New York, 1972, see pp. 449-461, particularly pp. 453, 456, 459 and 460.
Rainey et al., "Inosine Analogs as Anti-Leishmanial Agents," Pharmaceutical Research, 1985(5), 195-252.
Burchenal et al., "Experimental and Clinical Studies on 2'-Fluoroarabinosyl Pyrimidines and Purine-Like C-Nucleosides," in Nucleosides, Neucleotides, and Their Biological Applications, Rideout et al. eds., Academic Press, New York, 1982, see pp. 47-65.
Robins et al., "Selective Modification and Deoxygenation at C2' of Nucleosides," in Nucleosides, Nucleotides, and Their Biological Applications, Rideout et al. eds., Academic Press, New York, 1982, see pp. 279-296.
Krzeminski et al., "Synthesis of 9-(2-Deoxy-2-fluoro-.beta.-D-arabinofuranosyl)hypoxanthine. The First Direct Introduction of a 2'-.beta.-Fluoro Substituent in Preformed Purine Nucleosides. Studies Directed Towards the Synthesis of 2'-Deoxy-2'-substituted Arabinonucleosides," Nucleosides & Nucleotides, 10(4), 781-798 (1991); Chem. Abstr., 115(19), p. 1071, Abstr. 208436x (1991).
Montgomery et al., "9-(2-Deoxy-2-fluoro-.beta.-D-arabinofuranosyl)guanine: A Metabolically Stable Cytotoxic Analogue of 2'-Deoxyguanosine," J. Med. Chem., 29, 2989-2392 (1986).
Montgomery et al., "Synthesis and Biologic Activity of 2'-Fluoro-2-halo Derivatives of .beta.-D-arabinofuranosyladenine," J. Med. Chem., 35, 397-401 (1992).
Marquez et al., "Acid-Stable 2'-Fluoro Purine Dideoxynucleosides as Active Agents Against HIV," J. Med. Chem., 33, 978-985 (1990).
Chu et al., "Nucleosides. CXXXV. Synthesis of Some 9-(2-Deoxy-2-fluoro.beta.-D-arabinofuranosyl)-9H-purines and Their Biological Activities," Chem. Pharm. Bull., 37(2), 336-339 (1989).
Pankiewicz et al., "A Synthesis of 9-(2-Deoxy-2-fluoro-.beta.-D-arabinofuranosyl)adenine and Hypoxanthine. An effect of C3'-Endo Conformational Shift on the Reaction Course of 2'-Hydroxyl Group with DAST," J. Organic Chem., 57(2), 553-559 (1992).

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