Collect. Czech. Chem. Commun.
1978, 43, 1431-1437
https://doi.org/10.1135/cccc19781431
The synthesis of pyrazoles. A simple preparative synthesis of C-nucleosidic antibiotics formycin and formycin B
Ladislav Kalvoda
Crossref Cited-by Linking
- Bouton Jakob, Van Calenbergh Serge, Hullaert Jan: Sydnone Ribosides as a Platform for the Synthesis of Pyrazole C-Nucleosides: A Unified Synthesis of Formycin B and Pyrazofurin. Org. Lett. 2020, 22, 9287. <https://doi.org/10.1021/acs.orglett.0c03523>
- Kumar Vinod, Kaur Kamalneet, Gupta Girish Kumar, Sharma Anil Kumar: Pyrazole containing natural products: Synthetic preview and biological significance. European Journal of Medicinal Chemistry 2013, 69, 735. <https://doi.org/10.1016/j.ejmech.2013.08.053>
- Agrofoglio Luigi A., Gillaizeau Isabelle, Saito Yoshio: Palladium-Assisted Routes to Nucleosides. Chem. Rev. 2003, 103, 1875. <https://doi.org/10.1021/cr010374q>
- Hammerschmidt F., Peric B., �hler E.: Synthesis ofD-apio-?-D-furanosyl maleimide, an analogue of showdomycin with transposed hydroxymethyl group. Monatsh Chem 1997, 128, 183. <https://doi.org/10.1007/BF00807307>
- Buffel Diederik K., Meerpoel Lieven, Toppet Suzanne M., Hoornaert Georges J.: Synthesis of Novel Isothiazole and Isothiazolo[4,5-d] Pyrimidine Analogues of the NaturalC-Nucleosides Pyrazofurin and the Formycins. Nucleosides and Nucleotides 1994, 13, 719. <https://doi.org/10.1080/15257779408013275>
- Jung Michael E., Trifunovich Ivan D.: Efficient synthesis of 2′,3′-dideoxynucleosides and 2′,3′-dideoxy C-nucleosides from D-glucosamine. Tetrahedron Letters 1992, 33, 2921. <https://doi.org/10.1016/S0040-4039(00)79561-X>
- Knutsen Lars J. S.: The Chemistry of 2′-Deoxyribo-C-Nucleosides. Nucleosides and Nucleotides 1992, 11, 961. <https://doi.org/10.1080/07328319208021161>
- Tao E. V. P., Rizzo John R., Aikins James: 1,3‐dipolar cycloaddition as applied to the synthesis of 5‐cyano‐1‐(1,1‐dimethylethyl)‐N‐methyl‐1H‐pyrazole‐4‐carboxamide. Journal of Heterocyclic Chem 1990, 27, 1655. <https://doi.org/10.1002/jhet.5570270625>
- Bonin Martine, Grierson David S., Monneret Claude, Florent Jean-Claude: Determination of the anomeric configuration of 1-cyano-δ2,3-unsaturated sugars from JC(1)-H coupling values. Tetrahedron Letters 1990, 31, 2885. <https://doi.org/10.1016/0040-4039(90)80174-K>
- Solan Vishnu C., Rosowsky Andre: Synthesis of 2′-Deoxyformycin B and 2′-Deoxyoxoformycin B. Nucleosides and Nucleotides 1989, 8, 1369. <https://doi.org/10.1080/07328318908054341>
- Rosowsky Andre, Ghoshal Mitali, Solan Vishnu C.: 4-amino-3-(2,3,5-tri-O-benzyl-β-d-ribofuranosyl)-5-pyrazolecarbonitrile. Synthesis and conversion into a sugar-blocked 5,7-disubstituted formycin analog. Carbohydrate Research 1988, 176, 47. <https://doi.org/10.1016/0008-6215(88)84056-4>
- Belmans Marc, Esmans Eddy, Dommisse Roger, Lepoivre Jozef, Alderweireldt Frank, Balzarini Jan, De Clercq Erik: Synthesis and Biological Evaluation of a Series of Substituted 2-Pyridine C-Nucleosides. Nucleosides and Nucleotides 1985, 4, 523. <https://doi.org/10.1080/07328318508081298>
- Griengl H., Günzl F.: Acyclo analogs of formycin a. Journal of Heterocyclic Chem 1984, 21, 505. <https://doi.org/10.1002/jhet.5570210247>
- Cupps Thomas L., Wise Dean S., Townsend Leroy B.: A further investigation of the stannic chloride-catalyzed condensation reaction of 1-hexene and 1,2,3,5-tetra-O-acyl-β-d-ribofuranoses. Carbohydrate Research 1983, 115, 59. <https://doi.org/10.1016/0008-6215(83)88135-X>
- Utimoto Kiitiro, Wakabayashi Yukio, Horiie Takafumi, Inoue Masaharu, Shishiyama Yuho, Obayashi Michio, Nozaki Hitosi: Cyanotrimethylsilane as a versatile reagent for introducing cyanide functionality. Tetrahedron 1983, 39, 967. <https://doi.org/10.1016/S0040-4020(01)88595-1>
- Utimoto Kiitiro, Horiie Takafumi: A facile preparation of o-acelated β-d-ribofuranosyl cyanide, an important intermediate of c-nucleoside synthesis. Tetrahedron Letters 1982, 23, 237. <https://doi.org/10.1016/S0040-4039(00)86795-7>
- Logue Marshall W., Sarangan S.: C-Nucleosides via Glycosyl Alkynyl Ketones. Synthesis of 5(3)-Phenyl-3(5)-(β-D-ribofuranosyl) Pyrazole. Nucleosides and Nucleotides 1982, 1, 89. <https://doi.org/10.1080/07328318208079405>
- Mubarak Azeez M., Brown Daniel M.: A synthesis of β-2′-deoxyshowdomycin. Tetrahedron Letters 1981, 22, 683. <https://doi.org/10.1016/S0040-4039(01)92522-5>
- Suhadolnik Robert J., Reichenbach Nancy L.: Glutamate as the common precursor for the aglycon of the naturally occurring C-nucleoside antibiotics. Biochemistry 1981, 20, 7042. <https://doi.org/10.1021/bi00527a042>
- KALVODA L.: ChemInform Abstract: SYNTHESIS OF PYRAZOLES. A SIMPLE PREPARATIVE SYNTHESIS OF C‐NUCLEOSIDIC ANTIBIOTICS FORMYCIN AND FORMYCIN B. Chemischer Informationsdienst 1978, 9. <https://doi.org/10.1002/chin.197836335>