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Volumn 71, Issue 13, 2006, Pages 4766-4777

Formal total synthesis of the potent renin inhibitor aliskiren: Application of a SmI2-promoted acyl-like radical coupling

Author keywords

[No Author keywords available]

Indexed keywords

ALISKIREN; POTENT RENIN INHIBITOR; PROTEASE INHIBITORS; RADICAL COUPLING;

EID: 33745437840     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo060296c     Document Type: Article
Times cited : (42)

References (100)
  • 27
    • 0001422614 scopus 로고
    • For some examples on the synthesis and application of other hydroxyethylene isosteres for the inhibition of a variety of proteases, see ref 19 and (a) Holladay, M. W.; Rich, D. H. Tetrahedron Lett. 1983, 24, 4401.
    • (1983) Tetrahedron Lett. , vol.24 , pp. 4401
    • Holladay, M.W.1    Rich, D.H.2
  • 49
    • 0011560618 scopus 로고
    • Chem. Abstr. 1982, 97, 39405.
    • (1982) Chem. Abstr. , vol.97 , pp. 39405
  • 51
    • 0029436599 scopus 로고
    • Renin inhibitors
    • Ellis, G. P., Luscombe, D. K., Eds.; Elsevier Science: New York
    • (a) Rosenberg, S. H. Renin Inhibitors. In Progress in Medicinal Chemistry; Ellis, G. P., Luscombe, D. K., Eds.; Elsevier Science: New York, 1995; Vol. 32, pp 37-115.
    • (1995) Progress in Medicinal Chemistry , vol.32 , pp. 37-115
    • Rosenberg, S.H.1
  • 58
    • 33745449605 scopus 로고    scopus 로고
    • WO 02/08172, Jan 31, 2002
    • Herold, P.; Stutz, S. WO 02/08172, Jan 31, 2002.
    • Herold, P.1    Stutz, S.2
  • 72
    • 0022975915 scopus 로고
    • Numerous reports have illustrated the use of lactones as a precursor to dipeptide hydroxyethylene isosteres. For representative examples, see: (a) Fray, A. H.; Kaye, R. L.; Kleinman, E. F. J. Org. Chem. 1986, 51, 4828.
    • (1986) J. Org. Chem. , vol.51 , pp. 4828
    • Fray, A.H.1    Kaye, R.L.2    Kleinman, E.F.3
  • 82
    • 33745440581 scopus 로고    scopus 로고
    • note
    • We have previously observed the formation of aldehyde products in attempts to couple amino acid thioesters with more sterically demanding side chains (ref 36).
  • 98
    • 33745434791 scopus 로고    scopus 로고
    • note
    • 2 coupling reaction than the corresponding Boc group thus dictating its choice here (refs 33 and 36).
  • 99
    • 33745445249 scopus 로고    scopus 로고
    • (Elan Pharmaceuticals, Inc.) Wo, 363 pp
    • John, V.; Maillard, M. PCT Int. Appl. (Elan Pharmaceuticals, Inc.) Wo, 2003, 363 pp.
    • (2003) PCT Int. Appl.
    • John, V.1    Maillard, M.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.