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Volumn 2, Issue 18, 2000, Pages 2833-2836

Regioselective synthesis of 1,3,5-triaryl-4-alkylpyrazoles: Novel ligands for the estrogen receptor

Author keywords

[No Author keywords available]

Indexed keywords

ESTROGEN RECEPTOR; LIGAND; PYRAZOLE DERIVATIVE; SELECTIVE ESTROGEN RECEPTOR MODULATOR;

EID: 0034618336     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol0062650     Document Type: Article
Times cited : (213)

References (20)
  • 11
    • 0000076248 scopus 로고
    • Katrizky, Rees, Eds.; Pergamon: Oxford
    • Elguero, J. In Comprehensive Heterocyclic Chemistry, Vol. 5; Katrizky, Rees, Eds.; Pergamon: Oxford, 1985; Vol. 5, p 167.
    • (1985) Comprehensive Heterocyclic Chemistry , vol.5 , pp. 167
    • Elguero, J.1
  • 12
    • 84944033746 scopus 로고    scopus 로고
    • Katritzky, Rees, Scriven, Eds.; Pergamon: Oxford
    • Elguero, J. In Comprehensive Heterocyclic Chemistry II; Katritzky, Rees, Scriven, Eds.; Pergamon: Oxford, 1996; p 1.
    • (1996) Comprehensive Heterocyclic Chemistry , vol.2 , pp. 1
    • Elguero, J.1
  • 13
    • 0034659953 scopus 로고    scopus 로고
    • ref 5
    • Routes involving palladium-mediated coupling of aryl groups to other pyrazole systems have been described: ref 5 and Wang, X.; Tan, J.; Grozinger, K. Tetrahedron Lett. 2000, 41, 4713-4716.
    • (2000) Tetrahedron Lett. , vol.41 , pp. 4713-4716
    • Wang, X.1    Tan, J.2    Grozinger, K.3
  • 14
    • 0007004309 scopus 로고
    • Vicinal coupling constants were calculated using the Karplus relationship within Macromodel v7.0. Monte Carlo conformational searches were conducted using the Amber force field with CHC13 as a solvent model. All generated conformers from Monte Carlo searches underwent full matrix assisted minimization using the FMR function with a convergence criteria of 0.001 kcal/mol, and the Boltzman-averaged constants for the cis and trans compounds are estimated to be 9.3 and 4.8 Hz, respectively. Thus, pyrazolines 16 and 19 are presumed to be the trans isomers. NOE experiments on these pyrazolines gave ambiguous results regarding stereo-chemistry. See also: Hassner, A.; Michelson, M. J. J. Org. Chem. 1962, 27, 3974. Elguero, J.; Marzin, C. Bull. Soc. Chim. Fr. 1970, 3466.
    • (1962) J. Org. Chem. , vol.27 , pp. 3974
    • Hassner, A.1    Michelson, M.J.2
  • 15
    • 0039196945 scopus 로고
    • Vicinal coupling constants were calculated using the Karplus relationship within Macromodel v7.0. Monte Carlo conformational searches were conducted using the Amber force field with CHC13 as a solvent model. All generated conformers from Monte Carlo searches underwent full matrix assisted minimization using the FMR function with a convergence criteria of 0.001 kcal/mol, and the Boltzman-averaged constants for the cis and trans compounds are estimated to be 9.3 and 4.8 Hz, respectively. Thus, pyrazolines 16 and 19 are presumed to be the trans isomers. NOE experiments on these pyrazolines gave ambiguous results regarding stereo-chemistry. See also: Hassner, A.; Michelson, M. J. J. Org. Chem. 1962, 27, 3974. Elguero, J.; Marzin, C. Bull. Soc. Chim. Fr. 1970, 3466.
    • (1970) Bull. Soc. Chim. Fr. , pp. 3466
    • Elguero, J.1    Marzin, C.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.