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Volumn 7, Issue 6, 2005, Pages 1125-1128

Highly efficient coupling of β-substituted aminoethane sulfonyl azides with thio acids, toward a new chemical ligation reaction

Author keywords

[No Author keywords available]

Indexed keywords

ALPHA AMINO ACID; AZIDE; ETHYLAMINE; N ACYLAMINO ACID; SULFONAMIDE; THIOL DERIVATIVE;

EID: 18244393986     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol0501119     Document Type: Article
Times cited : (91)

References (29)
  • 22
    • 18244400965 scopus 로고    scopus 로고
    • note
    • 5S: C, 68.87; H, 5.22; N, 5.18. Found: C, 68.97; H, 5.16; N, 5.06.
  • 23
    • 0034655782 scopus 로고    scopus 로고
    • For the synthesis of peptide thio acids: (a) Goldstein, A. S.; Gelb, M. S. Tetrahedron Lett. 2000, 41, 2797. (b) Yamashiro, D.; Li, C.-H. Int. J. Pept. Protein Res. 1988, 31, 322.
    • (2000) Tetrahedron Lett. , vol.41 , pp. 2797
    • Goldstein, A.S.1    Gelb, M.S.2
  • 24
    • 0023973734 scopus 로고
    • For the synthesis of peptide thio acids: (a) Goldstein, A. S.; Gelb, M. S. Tetrahedron Lett. 2000, 41, 2797. (b) Yamashiro, D.; Li, C.-H. Int. J. Pept. Protein Res. 1988, 31, 322.
    • (1988) Int. J. Pept. Protein Res. , vol.31 , pp. 322
    • Yamashiro, D.1    Li, C.-H.2
  • 25
    • 7744243992 scopus 로고    scopus 로고
    • Increased acidity of the acyl sulfon amide functionality make it useful as a carboxylic acid bioisostere: (a) Patani, G. A.; LaVoie, E. J. Chem. Rev. 1996, 96, 3147. (b) Johansson, A.; Poliakov, A.; Åkerblom, E.; Wiklund, K.; Lindeberg, G.; Winiwarter, S.; Danielson, U. H.; Samuelsson, B.; Hallberg, A. Bioorg. Med. Chem. 2003, 11, 2551.
    • (1996) Chem. Rev. , vol.96 , pp. 3147
    • Patani, G.A.1    LaVoie, E.J.2
  • 27
    • 37049133408 scopus 로고
    • Modification of the acylsulfon amide is based on Kenner's safety-catch linker ((a) Kenner, G. W.; McDermott, J. R.; Sheppard, R. C. J. Chem. Soc., Chem. Commun. 1971, 636) as modified by: (b) Backes, B. J.; Virgilio, A. A.; Ellman, J. A. J. Am. Chem. Soc. 1996, 118, 3055. (c) Backes, B. J.; Ellman, J. A. J. Org. Chem. 1999, 64, 2322.
    • (1971) J. Chem. Soc., Chem. Commun. , pp. 636
    • Kenner, G.W.1    McDermott, J.R.2    Sheppard, R.C.3
  • 28
    • 0001176887 scopus 로고    scopus 로고
    • Modification of the acylsulfon amide is based on Kenner's safety-catch linker ((a) Kenner, G. W.; McDermott, J. R.; Sheppard, R. C. J. Chem. Soc., Chem. Commun. 1971, 636) as modified by: (b) Backes, B. J.; Virgilio, A. A.; Ellman, J. A. J. Am. Chem. Soc. 1996, 118, 3055. (c) Backes, B. J.; Ellman, J. A. J. Org. Chem. 1999, 64, 2322.
    • (1996) J. Am. Chem. Soc. , vol.118 , pp. 3055
    • Backes, B.J.1    Virgilio, A.A.2    Ellman, J.A.3
  • 29
    • 0033515621 scopus 로고    scopus 로고
    • Modification of the acylsulfon amide is based on Kenner's safety-catch linker ((a) Kenner, G. W.; McDermott, J. R.; Sheppard, R. C. J. Chem. Soc., Chem. Commun. 1971, 636) as modified by: (b) Backes, B. J.; Virgilio, A. A.; Ellman, J. A. J. Am. Chem. Soc. 1996, 118, 3055. (c) Backes, B. J.; Ellman, J. A. J. Org. Chem. 1999, 64, 2322.
    • (1999) J. Org. Chem. , vol.64 , pp. 2322
    • Backes, B.J.1    Ellman, J.A.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.