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Volumn 69, Issue 1, 2004, Pages 62-71

Organophosphorus and Nitro-Substituted Sulfonate Esters of 1-Hydroxy-7-azabenzotriazole as Highly Efficient Fast-Acting Peptide Coupling Reagents

Author keywords

[No Author keywords available]

Indexed keywords

AGENTS; PHOSPHORUS; REACTION KINETICS; SUBSTITUTION REACTIONS;

EID: 0347361521     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo0300183     Document Type: Article
Times cited : (39)

References (64)
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    • (1979) The Peptides. Analysis, Synthesis, Biology , vol.2 , pp. 485
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    • Gross, E., Meienhofer, J., Eds.;, Academic Press: New York
    • (b) Kovacs, J. In The Peptides. Analysis, Synthesis, Biology; Gross, E., Meienhofer, J., Eds.; Academic Press: New York, 1979; Vol. 2, p 485. Benoiton, N. L. In The Peptides. Analysis, Synthesis, Biology; Gross, E., Meienhofer, J., Eds.;, Academic Press: New York, 1983; Vol. 5, p 217.
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    • Gross, E., Meienhofer, J., Eds.; Academic Press: New York
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    • Kim, S.; Chang, A.; Ko, Y. K. Tetrahedron Lett. 1985, 26, 1341. Previously the abbreviation BDP was used for 1. In the present work, abbreviations have been used which more easily allow 1, 2, and other members of the series to be distinguished from one another.
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  • 19
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    • Fan, C.-X.1    Hao, X.-L.2    Ye, Y.-H.3
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    • Carpino, L. A.; El-Faham, A. J. Org. Chem. 1994, 59, 695. Although the term "active ester" is used in the present work, this term should be understood to refer to the mixture of species, often including the corresponding "active amide", obtained upon activation of the acid.
    • (1994) J. Org. Chem. , vol.59 , pp. 695
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    • For the deleterious effect of long preactivation times in other systems see: (a) ref 27
    • For the deleterious effect of long preactivation times in other systems see: (a) ref 27.
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    • note
    • 2Bt has confirmed the sulfonate ester structure.
  • 57
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    • For studies of the stability of HATU in the presence of DIEA, see: (a) See ref 23a
    • For studies of the stability of HATU in the presence of DIEA, see: (a) See ref 23a.
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    • (1998) Abstracts of the 24th European Peptide Symposium , pp. 409
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