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Volumn 40, Issue 21, 1999, Pages 3985-3988

Practical synthesis of fully-substituted peptide thiazoles

Author keywords

Amido ketones; Amino acids and derivatives; Grignard reactions reagents; Thiazoles

Indexed keywords

AMINO ACID; FUNCTIONAL GROUP; ORGANOMETALLIC COMPOUND; PEPTIDE THIAZOLE DERIVATIVE; REAGENT; THIAZOLE DERIVATIVE; UNCLASSIFIED DRUG;

EID: 0033591146     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(99)00659-0     Document Type: Article
Times cited : (7)

References (37)
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    • Synthesis and structure-activity studies of lissoclinum peptide alkaloids
    • Pelletier, S. W., Ed.; Pergamon
    • 1 Wipf, P. Synthesis and Structure-Activity Studies of Lissoclinum Peptide Alkaloids. In Alkaloids: Chemical and Biological Perspectives; Pelletier, S. W., Ed.; Pergamon: 1998, 12, 187-228.
    • (1998) Alkaloids: Chemical and Biological Perspectives , vol.12 , pp. 187-228
    • Wipf, P.1
  • 2
    • 0000314051 scopus 로고
    • 2 Wipf, P. Chem. Rev. 1995, 95, 2115-2134.
    • (1995) Chem. Rev. , vol.95 , pp. 2115-2134
    • Wipf, P.1
  • 24
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    • For additional conditions to effect these cyclizations, see references 8, 25-28
    • 24 For additional conditions to effect these cyclizations, see references 8, 25-28.
  • 29
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    • note
    • 2.
  • 31
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    • We have determined that this partial racemization occurs during the thiazole cyclization steps. A similar conclusion was described in ref. 11. Efforts toward finding improved reagents and/or conditions are in progress
    • 19F NMR. See: Dale, J. A.; Mosher, H. S. J. Am. Chem. Soc. 1973, 95, 512-519. We have determined that this partial racemization occurs during the thiazole cyclization steps. A similar conclusion was described in ref. 11. Efforts toward finding improved reagents and/or conditions are in progress.
    • (1973) J. Am. Chem. Soc. , vol.95 , pp. 512-519
    • Dale, J.A.1    Mosher, H.S.2
  • 32
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    • unpublished results
    • 32 J. L. Buchanan, unpublished results.
    • Buchanan, J.L.1
  • 33
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    • and references cited therein
    • 33 Kaufman, T. S. Synlett 1997, 1377-1378 and references cited therein.
    • (1997) Synlett , pp. 1377-1378
    • Kaufman, T.S.1
  • 35
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    • All compounds were purified to homogeneity and exhibited satisfactory analytical and spectroscopic properties
    • 35 All compounds were purified to homogeneity and exhibited satisfactory analytical and spectroscopic properties.
  • 36
    • 0013531166 scopus 로고    scopus 로고
    • note
    • +, 467.2368; found, 467.2347.
  • 37
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    • note
    • +, 489.2212; found, 489.2198.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.