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Volumn 88, Issue 6, 2007, Pages 781-796

Enantioselective synthesis of (2R, 3S)- and (2S, 3R)-4,4,4-trifluoro-N- Fmoc-O-tert-butyl-threonine and their racemization-free incorporation into oligopeptides via solid-phase synthesis

Author keywords

19F NMR; Chiral chromatography; Octreotide; Sharpless AD reaction; Solid phase peptide synthesis; Trifluorothreonine

Indexed keywords

CHIRAL CHROMATOGRAPHY; SOLID-PHASE PEPTIDE SYNTHESIS; TRIFLUOROTHREONINE;

EID: 37549020739     PISSN: 00063525     EISSN: 10970282     Source Type: Journal    
DOI: 10.1002/bip.20825     Document Type: Article
Times cited : (5)

References (62)
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    • Lindon, J, Tranter, G, Holmes, J, Eds, Academic Press: New York
    • (b) Ulrich, A. S. In Encyclopedia of Spektroskopy and Spectrometry; Lindon, J.; Tranter, G.; Holmes, J., Eds.; Academic Press: New York, 2000; p 813.
    • (2000) Encyclopedia of Spektroskopy and Spectrometry , pp. 813
    • Ulrich, A.S.1
  • 44
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    • Murty, S. B.; Goodman, J.; Thanoo, B. C.; DeLuca, P. P. PPAS Pharm Sci Tech 2003, 4, 392-405.
    • (b) Murty, S. B.; Goodman, J.; Thanoo, B. C.; DeLuca, P. P. PPAS Pharm Sci Tech 2003, 4, 392-405.
  • 47
    • 37549038441 scopus 로고    scopus 로고
    • Benoiton, N. L. Chemistry of Peptide Synthesis; CRC Press: Boca Raton, FL, 2006; Section 1.9 and 4.22;
    • (a) Benoiton, N. L. Chemistry of Peptide Synthesis; CRC Press: Boca Raton, FL, 2006; Section 1.9 and 4.22;
  • 52
    • 37549027430 scopus 로고    scopus 로고
    • Three different chiral columns, ChiraDex, Chirobiotic T, and Ultron ES-Pepsin, were tried. None could resolve 5a and 5b.
    • Three different chiral columns, ChiraDex, Chirobiotic T, and Ultron ES-Pepsin, were tried. None could resolve 5a and 5b.
  • 53
    • 37549037670 scopus 로고    scopus 로고
    • 2O (60/40, v/v, pH = 5.6); flow rate, 0.60 ml/min; temperature, 10°C. Samples were purified by silica-gel column chromatography and dissolved in the mobile phase before injection.
    • 2O (60/40, v/v, pH = 5.6); flow rate, 0.60 ml/min; temperature, 10°C. Samples were purified by silica-gel column chromatography and dissolved in the mobile phase before injection.
  • 55
    • 33746306229 scopus 로고    scopus 로고
    • Schweizer, E.; Hoffmann-Röder, A.; Schärer, K.; Olsen, J. A.; Fäh, C.; Seiler, P.; Obst-Sander, U.; Wagner, B.; Kansy, M.; Diederich, F. ChemMedChem 2006, 1, 611-621.
    • (b) Schweizer, E.; Hoffmann-Röder, A.; Schärer, K.; Olsen, J. A.; Fäh, C.; Seiler, P.; Obst-Sander, U.; Wagner, B.; Kansy, M.; Diederich, F. ChemMedChem 2006, 1, 611-621.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.