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Volumn 2001, Issue 2, 2001, Pages 95-100

Synthesis and cycloaddition reactions of [2-deoxy-3,5-bis[O-(p-toluoyl)]- α-D-ribofuranosyl]ethyne

Author keywords

2 Deoxy D ribofuranosylethyne; 1,2,3 triazole C glycosides; 3+2 cycloadditions; 4+2 cycloadditions; Pyridazine C glycosides

Indexed keywords

2 DEOXY 3,5 BIS[O (4 TOLUOYL)] ALPHA DEXTRO RIBOFURANOSYL CHLORIDE; [2 DEOXY 3,5 BIS[O (4 TOLUOYL)] ALPHA DEXTRO RIBOFURANOSYL]ETHYNE; ACETYLENE DERIVATIVE; BROMINE DERIVATIVE; CHLORINE DERIVATIVE; GLYCOSIDE; MAGNESIUM DERIVATIVE; UNCLASSIFIED DRUG;

EID: 3242694439     PISSN: 14246376     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article
Times cited : (15)

References (26)
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  • 10
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    • 2-Deoxy-3,5-bis[O-(p-toluoyl)]-2-α-D-ribofuranosyl chloride 2 is easily accessible from 2-deoxyribose via its methylglycoside, followed by tosylation with toluoyl chloride, and subsequent chlorination with HCl/AcOH: Hoffer, M. Chem. Ber. 1960, 93, 2777-2781.
    • (1960) Chem. Ber. , vol.93 , pp. 2777-2781
    • Hoffer, M.1
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    • Schelhaas, M.; Waldmann, H. Angew. Chem. 1996, 108, 2192-2219; Angew. Chem. Int. Ed. Engl. 1996, 35, 2056-2083.
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    • Schelhaas, M.1    Waldmann, H.2
  • 13
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    • Schelhaas, M.; Waldmann, H. Angew. Chem. 1996, 108, 2192-2219; Angew. Chem. Int. Ed. Engl. 1996, 35, 2056-2083.
    • (1996) Angew. Chem. Int. Ed. Engl. , vol.35 , pp. 2056-2083
  • 16
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    • In former investigations, only 4- (and 3-) (β-D-ribofuranosyl) pyridazines have been synthesized: a) Richter, M.; Seitz, G. Arch. Pharm. (Weinheim) 1994, 327, 365-370.
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  • 25
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    • 9-Azidoacridine has been recently reacted with hex-1-yne and 5-chloropent-1-yne, and the effect of solvent, temperature and alkyne stoichiometry on the yield of [1,2,3]triazoles has been investigated. The regioselectivity was established to 1.08-1.34 (hex-1-yne) and 1.52 (5-chloropent-1-yne) in favor of the sterically less hindered isomers. Cf. Hagan, D. J.; Chan, D.; Schwalbe, C. H.; Stevens, M. F. G. J. Chem. Soc., Perkin Trans. I, 1998, 915-923.
    • (1998) J. Chem. Soc., Perkin Trans. I , pp. 915-923
    • Hagan, D.J.1    Chan, D.2    Schwalbe, C.H.3    Stevens, M.F.G.4


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.