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Volumn 60, Issue 50, 2004, Pages 11597-11612

Design and synthesis of novel type VI-like β-turn mimetics. Diversity at the i+1 and the i+2 position

Author keywords

Diels Alder reaction; Pyrazinone; Turn mimics

Indexed keywords

CARBOXYLIC ACID DERIVATIVE; FUNCTIONAL GROUP; PEPTIDE;

EID: 8644235065     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tet.2004.09.054     Document Type: Article
Times cited : (23)

References (41)
  • 19
    • 8644230555 scopus 로고    scopus 로고
    • note
    • In the publication by Marshall, another definition of the angle β is used. We took the original definition as given by Ball.
  • 32
    • 8644268482 scopus 로고    scopus 로고
    • note
    • This is dependent on the site of cleavage of a bicyclic lactam further on in the synthesis.
  • 33
    • 8644291987 scopus 로고    scopus 로고
    • note
    • Isolation of the pure imidoyl chlorides is possible if dry toluene is used. However, these compounds still tend to hydrolise during further purification manipulations.
  • 34
    • 8644229744 scopus 로고    scopus 로고
    • note
    • Addition of a drop of water to the toluene mixture in which the Diels-Alder reaction is performed avoids the subsequent hydrolysis step.
  • 40
    • 8644248615 scopus 로고    scopus 로고
    • note
    • In our case, we performed the reaction in an NMR tube containing HCl saturated MeOH and the bicyclic lactam.
  • 41
    • 8644225330 scopus 로고    scopus 로고
    • note
    • These values are derived from the analysis of small cyclic peptides. It is possible that for smaller model systems the shielding of the NH in a hydrogen bond is less efficient. So less stringent criteria might be adopted here.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.