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Volumn 40, Issue 28, 1999, Pages 5165-5169

Total synthesis of the putative structure of the marine metabolite trunkamide A

Author keywords

[No Author keywords available]

Indexed keywords

ALKALOID; AZIRIDINE DERIVATIVE; OXAZOLINE DERIVATIVE; SERINE; THIAZOLE DERIVATIVE; THREONINE; TRUNKAMIDE A; UNCLASSIFIED DRUG;

EID: 0033538605     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(99)00957-0     Document Type: Article
Times cited : (49)

References (40)
  • 3
    • 0000314051 scopus 로고
    • For recent total syntheses, see: (a) Wipf, P. Chem. Rev. 1995, 95, 2115.
    • (1995) Chem. Rev. , vol.95 , pp. 2115
    • Wipf, P.1
  • 22
    • 0031735359 scopus 로고    scopus 로고
    • and references cited therein
    • (f) Lewis, J. R. Nat. Prod. Rep. 1998, 75, 417, and references cited therein.
    • (1998) Nat. Prod. Rep. , vol.75 , pp. 417
    • Lewis, J.R.1
  • 23
    • 0013574654 scopus 로고    scopus 로고
    • WO9739025A1, October 23, 1997
    • Bowden, B. F; Garcia, G. D. WO9739025A1, October 23, 1997;
    • (1997)
    • Bowden, B.F.1    Garcia, G.D.2
  • 24
    • 4243459835 scopus 로고    scopus 로고
    • Chem. Abstr. 1997, 127, 290919m.
    • (1997) Chem. Abstr. , vol.127
  • 32
    • 0013574520 scopus 로고    scopus 로고
    • All new compounds were fully characterized. The enantiomeric purity of 4 and 6 was ascertained by cleavage of the reverse prenyl group with TEA and comparison with authentic Cbz-protected amino acid.
    • All new compounds were fully characterized. The enantiomeric purity of 4 and 6 was ascertained by cleavage of the reverse prenyl group with TEA and comparison with authentic Cbz-protected amino acid.
  • 37
    • 0026580837 scopus 로고
    • HPLC analysis of the constituent amino acids after hydrolysis of synthetic 1 and derivatization according to Marfey's procedure confirmed the presence of L-Ile. Accordingly, macrolactamization proceeded without racemization.
    • HPLC analysis of the constituent amino acids after hydrolysis of synthetic 1 and derivatization according to Marfey's procedure (Adamson, J. G.; Hong, T.; Crivici, A.; Lajoie, G. Anal. Biochem. 1992, 202, 210) confirmed the presence of L-Ile. Accordingly, macrolactamization proceeded without racemization.
    • (1992) Anal. Biochem. , vol.202 , pp. 210
    • Adamson, J.G.1    Hong, T.2    Crivici, A.3    Lajoie, G.4
  • 40
    • 0013628382 scopus 로고    scopus 로고
    • note
    • +): 860.4357; found: 860.4314.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.