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Volumn 46, Issue 44, 2005, Pages 7495-7497

Synthesis of 5-substituted pipecolic acid derivatives as new conformationally constrained ornithine and arginine analogues

Author keywords

Arginine mimetics; Constrained analogues; Pipecolic acid; Stereoselective synthesis

Indexed keywords

ARGININE DERIVATIVE; ORNITHINE; PIPECOLIC ACID DERIVATIVE;

EID: 26444504184     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2005.09.008     Document Type: Article
Times cited : (23)

References (42)
  • 28
    • 0034598050 scopus 로고    scopus 로고
    • Similar rate enhancement of hydroboration in chlorohydrocarbon solvents was reported, see: J.V. Kanth, and H.C. Brown Tetrahedron Lett. 41 2000 9361 9364
    • (2000) Tetrahedron Lett. , vol.41 , pp. 9361-9364
    • Kanth, J.V.1    Brown, H.C.2
  • 29
    • 26444578927 scopus 로고    scopus 로고
    • note
    • 5b.
  • 30
    • 26444511132 scopus 로고    scopus 로고
    • note
    • 4a.
  • 31
    • 26444598078 scopus 로고    scopus 로고
    • note
    • When the hydrogenolysis was performed in methanol lactamisation took place during the evaporation of the solvent leading to a bicyclic lactam: Therefore, we employed more volatile solvent, that is, dichloromethane. The aminoester thus obtained should be stored at low temperature (-20°C) to avoid its lactamisation.
  • 36
    • 26444450549 scopus 로고    scopus 로고
    • note
    • No example of such C-B oxidative cleavage with IBX or other hypervalent iodine was found in the literature.
  • 40
    • 26444552928 scopus 로고    scopus 로고
    • note
    • Variable amounts (<14%) of α,β-diazido compound 9 were obtained, depending on the dropwise addition rate of CAN solution to the encarbamate 2 and sodium azide mixture. Fast addition increased the amounts of 9..
  • 41
    • 26444537076 scopus 로고    scopus 로고
    • note
    • At least three diastereomers of 8 were detected by chromatography (TLC and GC).


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.