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Volumn 50, Issue 27, 2009, Pages 3845-3848

Stereoselective synthesis of tubuvaline methyl ester and tubuphenylalanine, components of tubulysins, tubulin polymerization inhibitors

Author keywords

[No Author keywords available]

Indexed keywords

ACRYLIC ACID DERIVATIVE; ALDEHYDE; AMPHOLYTE; BORON DERIVATIVE; NITRONE DERIVATIVE; OXAZOLIDINONE DERIVATIVE; PHENYLALANINE; TETRAPEPTIDE; TUBUPHENYLALANINE; TUBUVALINE METHYL ESTER; UNCLASSIFIED DRUG;

EID: 65649147600     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2009.04.046     Document Type: Article
Times cited : (25)

References (29)
  • 6
    • 34247549289 scopus 로고    scopus 로고
    • 14-deacetoxytubulysin H, see:
    • 14-deacetoxytubulysin H, see:. Wipf P., and Wang Z. Org. Lett. 9 (2007) 1605
    • (2007) Org. Lett. , vol.9 , pp. 1605
    • Wipf, P.1    Wang, Z.2
  • 10
    • 8744223454 scopus 로고    scopus 로고
    • For the synthetic study of tubuvaline and tubuphenylalanine, see:
    • For the synthetic study of tubuvaline and tubuphenylalanine, see:. Wipf P., Takeda T., and Rishel M.J. Org. Lett. 6 (2004) 4057
    • (2004) Org. Lett. , vol.6 , pp. 4057
    • Wipf, P.1    Takeda, T.2    Rishel, M.J.3
  • 19
    • 65649085081 scopus 로고    scopus 로고
    • note
    • For experimental procedure of 8 and spectral data of tubuvaline methyl ester (2), see Supplementary data.
  • 20
    • 65649135704 scopus 로고    scopus 로고
    • note
    • The stereochemistries of two isomers were not determined.
  • 21
    • 37549039510 scopus 로고    scopus 로고
    • note
    • 2 = 0.1114 (all data). Flack parameter = 0.05(6), CCDC-719635. Two independent molecules are included an asymmetric unit of the crystal.
  • 22
    • 65649137169 scopus 로고    scopus 로고
    • note
    • R 11.3 min (8′), 13.0, 15.5, and 19.7 min (other isomer 9′). The stereochemistry of 8′ was determined by X-ray crystallography (Fig. 2).
  • 29
    • 65649132561 scopus 로고    scopus 로고
    • note
    • For experimental procedure of 15 and 16, and spectral data of tubuphenylalanine hydrochloride (3·HCl), see Supplementary data.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.