메뉴 건너뛰기




Volumn 21, Issue 10, 2009, Pages 905-910

Synthesis and optical resolution of 1-[(3-carboxy-1,1′-biphenyl)-2- yl]-1H-pyrrole-2-carboxylic acid

Author keywords

Absolute configuration; CD spectra; Dilithiation; Metalation; Separation of atropisomers; X ray diffraction

Indexed keywords

1 [(3 CARBOXY 1,1' BIPHENYL) 2 YL] 1H PYRROLE 2 CARBOXYLIC ACID; DICARBOXYLIC ACID; PYRROLE DERIVATIVE; UNCLASSIFIED DRUG;

EID: 70350530809     PISSN: 08990042     EISSN: 1520636X     Source Type: Journal    
DOI: 10.1002/chir.20686     Document Type: Article
Times cited : (6)

References (16)
  • 1
    • 0028283018 scopus 로고
    • Synthesis and antibacterial activities of less chlorinated analogs of neopyrrolomycin
    • Tatsuta K, Itoh M. Synthesis and antibacterial activities of less chlorinated analogs of neopyrrolomycine. J Antibiotics 1994;47:602-605. (Pubitemid 24166637)
    • (1994) Journal of Antibiotics , vol.47 , Issue.5 , pp. 602-605
    • Tatsuta, K.1    Itoh, M.2
  • 2
    • 23444446586 scopus 로고    scopus 로고
    • Antifungal agents. 11. N-substituted derivatives of 1-[(aryl)(4-aryl-1H- Pyrrol-3-yl)methyl]-1H-imidazole: Synthesis, anti-Candida activity, and QSAR studies
    • DOI 10.1021/jm048997u
    • Di Santo R, Tafi A, Costi R, Botta M, Artico M, Corelli F, Forte M, Caporuscio F, Angiolella L, Palamara AT. Antifungal agents 11. N-substituted derivatives of 1-[(aryl)(4-aryl-1H-pyrrol-3-yl)methyl]-1H-imidazole: synthesis, anti-Candida activity, and QSAR studies. J Med Chem 2005;48:5140-5153. (Pubitemid 41113902)
    • (2005) Journal of Medicinal Chemistry , vol.48 , Issue.16 , pp. 5140-5153
    • Di Santo, R.1    Tafi, A.2    Costi, R.3    Botta, M.4    Artico, M.5    Corelli, F.6    Forte, M.7    Caporuscio, F.8    Angiolella, L.9    Palamara, A.T.10
  • 5
    • 0030968328 scopus 로고    scopus 로고
    • Competition and cooperation between ortho directing groups and complexing agents: Regioselective metallation of methoxyphenylpyrroles
    • Faigl F, Fogassy K, Thurner A, Tocombining double acute accentke L. Competition and cooperation between ortho directing groups and complexing agents: regioselective metallation of methoxyphenylpyrroles. Tetrahedron 1997;53:4883-4888.
    • (1997) Tetrahedron , vol.53 , pp. 4883-4888
    • Faigl, F.1    Fogassy, K.2    Thurner, A.3    Toke, L.4
  • 6
    • 0038715839 scopus 로고    scopus 로고
    • Efficient methods for optional metalation of 1-(methylphenyl)pyrroles in α or benzylic positions
    • Faigl F, Thurner A, Vas B, To†ke L. Efficient methods for optional metalation of 1-(methylphenyl)pyrroles in α or benzylic positions. J Chem Res (S) 2003;3:132-133.
    • (2003) J Chem Res (S) , vol.3 , pp. 132-133
    • Faigl, F.1    Thurner, A.2    Vas, B.3    Toke, L.4
  • 7
    • 0142164168 scopus 로고    scopus 로고
    • Palladium-catalyzed methoxycarbonylation of 1,3-butadiene: Catalysis and mechanistic studies
    • Beller M, Krotz A, Baumann W. Palladium-catalyzed methoxycarbonylation of 1,3-butadiene: catalysis and mechanistic studies. Adv Synth Catal 2002;344:517-524.
    • (2002) Adv Synth Catal , vol.344 , pp. 517-524
    • Beller, M.1    Krotz, A.2    Baumann, W.3
  • 9
    • 0034454099 scopus 로고    scopus 로고
    • Efficient synthesis and resolution of (α)-1-[2-carboxy-6- (trifluoromethyl)phenyl]pyrrole-2-carboxylic acid
    • DOI 10.1016/S0957-4166(00)00449-3, PII S0957416600004493
    • Fogassy K, Harmat V, Böcskei Zs, Tárkányi G, To†ke L, Faigl F. Efficient synthesis and optical resolution of (±)-1-[2-carboxy-6-(trifluoromethyl) phenyl]pyrrole-2-carboxylic acid. Tetrahedron: Asymmetry 2000;11:4771-4780. (Pubitemid 32332833)
    • (2000) Tetrahedron Asymmetry , vol.11 , Issue.23 , pp. 4771-4780
    • Fogassy, K.1    Harmat, V.2    Bocskei, Z.3    Tarkanyi, G.4    Toke, L.5    Faigl, F.6
  • 10
    • 0037970037 scopus 로고    scopus 로고
    • Organoalkali chemistry
    • Schlosser M, editor. Chichester: John Wiley & Sons; p 295-297
    • Schlosser M. Organoalkali chemistry. In: Schlosser M, editor. Organometallics in synthesis, a manual. Chichester: John Wiley & Sons; 2002. p 21-26, p 295-297.
    • (2002) Organometallics in Synthesis, a Manual , pp. 21-26
    • Schlosser, M.1
  • 11
    • 84981758089 scopus 로고
    • Darstellung von N-substituierten Pyrrolen aus 2.5-dichlor-tetrahydrofuran
    • Gross H. Darstellung von N-substituierten Pyrrolen aus 2.5-dichlor-tetrahydrofuran. Chem Ber 1962;95:2270-2275.
    • (1962) Chem Ber , vol.95 , pp. 2270-2275
    • Gross, H.1
  • 12
    • 0034742996 scopus 로고    scopus 로고
    • Solvent and ligand effects on selective mono- and dilithiation of 1-(chlorophenyl)-pyrroles and 1-(methoxyphenyl)-pyrroles
    • Fogassy K, Kovács K, Keserucombining double acute accent GyM, Tocombining double acute accentke L, Faigl F. Solvent and ligand effects on selective mono- and dilithiation of 1-(chlorophenyl)-pyrroles and 1-(methoxyphenyl)-pyrroles. J Chem Soc Perkin Trans 1 2001;9:1039-1043.
    • (2001) J Chem Soc Perkin Trans 1 , vol.9 , pp. 1039-1043
    • Fogassy, K.1    Kovács, K.2    Gym, K.D.A.A.3    Toke, L.4    Faigl, F.5
  • 14
    • 0842341771 scopus 로고
    • The development and use of quantum-mechanical molecular-models 76. AM1 - A new general-purpose quantum-mechanical molecular-model
    • Dewar MJS, Zoebisch EG, Healy EF, Stewart JJP. The development and use of quantum-mechanical molecular-models 76. AM1 - a new general-purpose quantum-mechanical molecular-model. J Am Chem Soc 1985;107:3902-3909.
    • (1985) J Am Chem Soc , vol.107 , pp. 3902-3909
    • Dewar, M.J.S.1    Zoebisch, E.G.2    Healy, E.F.3    Stewart, J.J.P.4
  • 15
    • 22744459657 scopus 로고
    • An intermediate neglect of differential overlap technique for spectroscopy: Pyrrole and the azines
    • Ridley J, Zerner MC. An intermediate neglect of differential overlap technique for spectroscopy: pyrrole and the azines. Theor Chim Acta 1973;32:111-134.
    • (1973) Theor Chim Acta , vol.32 , pp. 111-134
    • Ridley, J.1    Zerner, M.C.2
  • 16
    • 33746925274 scopus 로고    scopus 로고
    • Determination of absolute configuration using density functional theory calculations of optical rotation and electronic circular dichroism: Chiral alkenes
    • DOI 10.1021/jo060755+
    • Mc Cann DM, Stephens PJ. Determination of absolute configuration using density functional theory calculations of optical rotation and electronic circular dichroism: chiral alkenes. J Org Chem 2006;71:6074-6098. (Pubitemid 44200277)
    • (2006) Journal of Organic Chemistry , vol.71 , Issue.16 , pp. 6074-6098
    • McCann, D.M.1    Stephens, P.J.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.