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Volumn 6, Issue 16, 1996, Pages 2019-2024

Synthesis and biological evaluation of 4-alkoxy substituted trinems. Part 1

Author keywords

[No Author keywords available]

Indexed keywords

ANTIINFECTIVE AGENT; BETA LACTAM ANTIBIOTIC; IMIPENEM; SANFETRINEM; TRINEM DERIVATIVE;

EID: 0030594970     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/0960-894X(96)00359-9     Document Type: Article
Times cited : (14)

References (18)
  • 1
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    • Ed.; Academic Press: New York
    • 1) a) Morin, R.B.; Gorman, M. Chemistry and Biology of β-Lactam Antibiotics; Ed.; Academic Press: New York, 1982, b) Durckheimer, W.; Blumbach, J.; Lattrell, R.; Scheunemann, K.H. Angew. Chem. Int. Ed. Engl. 1985, 24, 180. c) Luckas, G.; Ohno, M. Recent Progress in the Chemical Synthesis of Antibiotics; Eds.; Springer Verlag: Berlin-Heidelberg, 1990.
    • (1982) Chemistry and Biology of β-Lactam Antibiotics
    • Morin, R.B.1    Gorman, M.2
  • 2
    • 0021878444 scopus 로고
    • 1) a) Morin, R.B.; Gorman, M. Chemistry and Biology of β-Lactam Antibiotics; Ed.; Academic Press: New York, 1982, b) Durckheimer, W.; Blumbach, J.; Lattrell, R.; Scheunemann, K.H. Angew. Chem. Int. Ed. Engl. 1985, 24, 180. c) Luckas, G.; Ohno, M. Recent Progress in the Chemical Synthesis of Antibiotics; Eds.; Springer Verlag: Berlin-Heidelberg, 1990.
    • (1985) Angew. Chem. Int. Ed. Engl. , vol.24 , pp. 180
    • Durckheimer, W.1    Blumbach, J.2    Lattrell, R.3    Scheunemann, K.H.4
  • 3
    • 0003822982 scopus 로고
    • Eds.; Springer Verlag: Berlin-Heidelberg
    • 1) a) Morin, R.B.; Gorman, M. Chemistry and Biology of β-Lactam Antibiotics; Ed.; Academic Press: New York, 1982, b) Durckheimer, W.; Blumbach, J.; Lattrell, R.; Scheunemann, K.H. Angew. Chem. Int. Ed. Engl. 1985, 24, 180. c) Luckas, G.; Ohno, M. Recent Progress in the Chemical Synthesis of Antibiotics; Eds.; Springer Verlag: Berlin-Heidelberg, 1990.
    • (1990) Recent Progress in the Chemical Synthesis of Antibiotics
    • Luckas, G.1    Ohno, M.2
  • 5
    • 85030268093 scopus 로고
    • Eur. Pat. Appl. 416,952 (C07F7/18)
    • 2) a) Tamburini, B.; Perboni, A.D.; Rossi, T.; Donati, D.; Andreotti, D.; Gaviraghi, G.; Carlesso, R. and Bismara, C. Eur. Pat. Appl. 416,953 (C07D477/00), March 13, 1991. b) Tamburini, B.; Perboni, A.D.; Donati, D.; Andreotti, D.; Biondi, S.; Bismara, C. Eur. Pat. Appl. 416,952 (C07F7/18), 1991.
    • (1991)
    • Tamburini, B.1    Perboni, A.D.2    Donati, D.3    Andreotti, D.4    Biondi, S.5    Bismara, C.6
  • 7
    • 85030275731 scopus 로고    scopus 로고
    • 2-(Methoxyethoxy)-cyclohex-2-en-1-one was prepared refluxing for 16 hr a mixture of 2-methoxyethanol and 1,2-cyclohexanedione in toluene using Dowex resin as catalyst, purification by chromatography on alumina gave the desired keton in 35 % yield
    • 4) 2-(Methoxyethoxy)-cyclohex-2-en-1-one was prepared refluxing for 16 hr a mixture of 2-methoxyethanol and 1,2-cyclohexanedione in toluene using Dowex resin as catalyst, purification by chromatography on alumina gave the desired keton in 35 % yield.
  • 8
    • 85030275702 scopus 로고    scopus 로고
    • (+)-(3R,4R,1'R)-4-Acetoxy-3-[1'-(tert-butyldimethylsilyl)oxy]-ethyl-2-azetidinone (10) is commercially available from Aldrich Chemical Company Inc, Milwaukee, WI
    • 5) (+)-(3R,4R,1'R)-4-Acetoxy-3-[1'-(tert-butyldimethylsilyl)oxy]-ethyl]-2-azetidinone (10) is commercially available from Aldrich Chemical Company Inc, Milwaukee, WI
  • 9
    • 0000090932 scopus 로고
    • 6) a) Battistini, C.; Scarafile, C.; Foglio, M.; Franceschi, G. Tetrahedron Lett. 1984, 25, 2395. b) Perrone, E.; Alpegiani, M.; Bedeschi, A.; Giudici, F.; Franceschi, G. Tetrahedron Lett. 1984, 25, 2399. c) Protective Groups in Organic Chemistry, McOmie J. F. W. ed.; Plenum Press, 1973. d) Greene, T. W.; Wuts, P. G. M. Protective Groups in Organic Synthesis, 1991, Wiley Interscience, New York. e) Johnston, D. B. R.; Schmidt, S. M.; Bouffard, F. A.; Christensen, B. G. J. Am. Chem. Soc. 1978, 100, 313.
    • (1984) Tetrahedron Lett. , vol.25 , pp. 2395
    • Battistini, C.1    Scarafile, C.2    Foglio, M.3    Franceschi, G.4
  • 10
    • 0000273520 scopus 로고
    • 6) a) Battistini, C.; Scarafile, C.; Foglio, M.; Franceschi, G. Tetrahedron Lett. 1984, 25, 2395. b) Perrone, E.; Alpegiani, M.; Bedeschi, A.; Giudici, F.; Franceschi, G. Tetrahedron Lett. 1984, 25, 2399. c) Protective Groups in Organic Chemistry, McOmie J. F. W. ed.; Plenum Press, 1973. d) Greene, T. W.; Wuts, P. G. M. Protective Groups in Organic Synthesis, 1991, Wiley Interscience, New York. e) Johnston, D. B. R.; Schmidt, S. M.; Bouffard, F. A.; Christensen, B. G. J. Am. Chem. Soc. 1978, 100, 313.
    • (1984) Tetrahedron Lett. , vol.25 , pp. 2399
    • Perrone, E.1    Alpegiani, M.2    Bedeschi, A.3    Giudici, F.4    Franceschi, G.5
  • 11
    • 0003851633 scopus 로고
    • Plenum Press
    • 6) a) Battistini, C.; Scarafile, C.; Foglio, M.; Franceschi, G. Tetrahedron Lett. 1984, 25, 2395. b) Perrone, E.; Alpegiani, M.; Bedeschi, A.; Giudici, F.; Franceschi, G. Tetrahedron Lett. 1984, 25, 2399. c) Protective Groups in Organic Chemistry, McOmie J. F. W. ed.; Plenum Press, 1973. d) Greene, T. W.; Wuts, P. G. M. Protective Groups in Organic Synthesis, 1991, Wiley Interscience, New York. e) Johnston, D. B. R.; Schmidt, S. M.; Bouffard, F. A.; Christensen, B. G. J. Am. Chem. Soc. 1978, 100, 313.
    • (1973) Protective Groups in Organic Chemistry
    • McOmie, J.F.W.1
  • 12
    • 0003463148 scopus 로고
    • Wiley Interscience, New York
    • 6) a) Battistini, C.; Scarafile, C.; Foglio, M.; Franceschi, G. Tetrahedron Lett. 1984, 25, 2395. b) Perrone, E.; Alpegiani, M.; Bedeschi, A.; Giudici, F.; Franceschi, G. Tetrahedron Lett. 1984, 25, 2399. c) Protective Groups in Organic Chemistry, McOmie J. F. W. ed.; Plenum Press, 1973. d) Greene, T. W.; Wuts, P. G. M. Protective Groups in Organic Synthesis, 1991, Wiley Interscience, New York. e) Johnston, D. B. R.; Schmidt, S. M.; Bouffard, F. A.; Christensen, B. G. J. Am. Chem. Soc. 1978, 100, 313.
    • (1991) Protective Groups in Organic Synthesis
    • Greene, T.W.1    Wuts, P.G.M.2
  • 13
    • 0017813974 scopus 로고
    • 6) a) Battistini, C.; Scarafile, C.; Foglio, M.; Franceschi, G. Tetrahedron Lett. 1984, 25, 2395. b) Perrone, E.; Alpegiani, M.; Bedeschi, A.; Giudici, F.; Franceschi, G. Tetrahedron Lett. 1984, 25, 2399. c) Protective Groups in Organic Chemistry, McOmie J. F. W. ed.; Plenum Press, 1973. d) Greene, T. W.; Wuts, P. G. M. Protective Groups in Organic Synthesis, 1991, Wiley Interscience, New York. e) Johnston, D. B. R.; Schmidt, S. M.; Bouffard, F. A.; Christensen, B. G. J. Am. Chem. Soc. 1978, 100, 313.
    • (1978) J. Am. Chem. Soc. , vol.100 , pp. 313
    • Johnston, D.B.R.1    Schmidt, S.M.2    Bouffard, F.A.3    Christensen, B.G.4
  • 15
    • 85030274532 scopus 로고
    • Eur. Pat. Appl. 466,509 (C07D 205/08). July 12
    • 8) a) Perboni, A.; Bismara, C.; Pentassuglia, G. Eur. Pat. Appl. 466,509 (C07D 205/08). July 12, 1991. b) Rossi, T.; Biondi, S.; Contini, S; Thomas, R.J.; Marchioro, C. J. Am. Chem. Soc. 1995, 117, 9604.
    • (1991)
    • Perboni, A.1    Bismara, C.2    Pentassuglia, G.3
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    • note
    • 5 CFU/ml. The MIC was defined as the lowest drug concentration that resulted in no visible growth after 20 hours for aerobes and 48 hours for anaerobes of incubation at 37°C . National Committee for Clinical Laboratory Standards. 1990. Methods for dilution antimicrobial susceptibility tests for bacteria that grow aerobically; Approved Standard. NCCLS M7-A2, 10, N 8, Villanova, PA, USA. National Committee for Clinical Laboratory Standards. 1990. Methods for antimicrobial susceptibility of anaerobic bacteria. Approved Standard. NCCLS M11-A2, 10, N 15, Villanova, PA, USA.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.