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Volumn 118, Issue 30, 1996, Pages 7237-7238

Total synthesis of the antitumor depsipeptide FR-901,228

Author keywords

[No Author keywords available]

Indexed keywords

ANTINEOPLASTIC AGENT; FR 901228; UNCLASSIFIED DRUG;

EID: 0029785860     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja9613724     Document Type: Article
Times cited : (164)

References (30)
  • 16
    • 0346126410 scopus 로고
    • Weinstein, B., Ed.; Marcel Dekker: New York, Chapter 1
    • Triostin A is a bicyclic depsipeptide with a disulfide bridge. Olsen, R. K. Chemistry and Biochemistry of Amino Acids, Peptides and Proteins; Weinstein, B., Ed.; Marcel Dekker: New York, 1983; Vol. 7, Chapter 1, pp 1-33. Ulithiacyclamide is a thiazole and oxazoline containing cyclo-peptide with a disulfide bridge. Ireland, C.; Scheuer, P. J. J. Am. Chem. Soc. 1980, 102, 5688-5691.
    • (1983) Chemistry and Biochemistry of Amino Acids, Peptides and Proteins , vol.7 , pp. 1-33
    • Olsen, R.K.1
  • 17
    • 0019134277 scopus 로고
    • Triostin A is a bicyclic depsipeptide with a disulfide bridge. Olsen, R. K. Chemistry and Biochemistry of Amino Acids, Peptides and Proteins; Weinstein, B., Ed.; Marcel Dekker: New York, 1983; Vol. 7, Chapter 1, pp 1-33. Ulithiacyclamide is a thiazole and oxazoline containing cyclo-peptide with a disulfide bridge. Ireland, C.; Scheuer, P. J. J. Am. Chem. Soc. 1980, 102, 5688-5691.
    • (1980) J. Am. Chem. Soc. , vol.102 , pp. 5688-5691
    • Ireland, C.1    Scheuer, P.J.2
  • 24
    • 9344240517 scopus 로고    scopus 로고
    • note
    • 2O (5 equiv) in THF was added DIAD (20 equiv), and the resulting mixture was stirred at 20 °C (30 min). The heterogenous mixture was cooled to 0 °C, and a solution of the hydroxy acid 12b in THF was added by syringe pump (2 h). The resulting mixture was allowed to stir for an additional 60 min after the addition was completed. The solvents were removed under reduced pressure, and the mixture was purified by flash chromatography to give 13 (62% yield).


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