메뉴 건너뛰기




Volumn 43, Issue 45, 2002, Pages 8177-8180

A modular, general and enantiospecific strategy for the synthesis of CVS 1778 analogs: Inhibitors of factor Xa

Author keywords

[No Author keywords available]

Indexed keywords

BLOOD CLOTTING FACTOR 10A INHIBITOR; CVS 1778; LACTAM DERIVATIVE; UNCLASSIFIED DRUG;

EID: 0037020578     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(02)01924-X     Document Type: Article
Times cited : (21)

References (21)
  • 5
    • 0001811974 scopus 로고    scopus 로고
    • For a review of RCM reactions of nitrogen-containing compounds, see: Phillips A.J., Abell A.D. Aldrichim. Acta. 32:1999;75-89.
    • (1999) Aldrichim. Acta , vol.32 , pp. 75-89
    • Phillips, A.J.1    Abell, A.D.2
  • 6
    • 84991416929 scopus 로고    scopus 로고
    • 13C NMR spectroscopy, IR, and either elemental analysis or high resolution mass spectroscopy. Where compounds containing chiral centers are concerned, optical rotations were obtained and optical purity was determined by HPLC (UV detection at 254 nm)
    • 13C NMR spectroscopy, IR, and either elemental analysis or high resolution mass spectroscopy. Where compounds containing chiral centers are concerned, optical rotations were obtained and optical purity was determined by HPLC (UV detection at 254 nm).
  • 11
    • 0001399412 scopus 로고    scopus 로고
    • For recent reviews, see: (a) Furstner, A. Angew. Chem., Int. Ed. 2000, 39, 3012-3043; (b) Grubbs, R. H.; Chang, S. Tetrahedron 1998, 54, 4413-4450; (c) Scholl, M.; Ding, S.; Lee, C. W.; Grubbs, R. H. Org. Lett. 1999, 1, 953-956; (d) Chatterjee, A. K.; Grubbs, R. H. Org. Lett. 1999, 1, 1751-1753; (e) Morgan, J. P.; Grubbs, R. H. Org. Lett. 2000, 2, 3153-3155; (f) Sanford, M. S.; Ulman, M.; Grubbs, R. H. J. Am. Chem. Soc. 2001, 123, 749-750; (g) Boiteau, J.-G.; Weghe, P. V.; Eustache, J. Tetrahedron Lett. 2001, 42, 239-242; (h) Chattergee, A. K.; Morgan, J. P.; Scholl, M.; Grubbs, R. H. J. Am. Chem. Soc. 2000, 122, 3783-3784
    • (2000) Angew. Chem., Int. Ed. , vol.39 , pp. 3012-3043
    • Furstner, A.1
  • 12
    • 0032580376 scopus 로고    scopus 로고
    • For recent reviews, see: (a) Furstner, A. Angew. Chem., Int. Ed. 2000, 39, 3012-3043; (b) Grubbs, R. H.; Chang, S. Tetrahedron 1998, 54, 4413-4450; (c) Scholl, M.; Ding, S.; Lee, C. W.; Grubbs, R. H. Org. Lett. 1999, 1, 953-956; (d) Chatterjee, A. K.; Grubbs, R. H. Org. Lett. 1999, 1, 1751-1753; (e) Morgan, J. P.; Grubbs, R. H. Org. Lett. 2000, 2, 3153-3155; (f) Sanford, M. S.; Ulman, M.; Grubbs, R. H. J. Am. Chem. Soc. 2001, 123, 749-750; (g) Boiteau, J.-G.; Weghe, P. V.; Eustache, J. Tetrahedron Lett. 2001, 42, 239-242; (h) Chattergee, A. K.; Morgan, J. P.; Scholl, M.; Grubbs, R. H. J. Am. Chem. Soc. 2000, 122, 3783-3784
    • (1998) Tetrahedron , vol.54 , pp. 4413-4450
    • Grubbs, R.H.1    Chang, S.2
  • 13
    • 0033598258 scopus 로고    scopus 로고
    • For recent reviews, see: (a) Furstner, A. Angew. Chem., Int. Ed. 2000, 39, 3012-3043; (b) Grubbs, R. H.; Chang, S. Tetrahedron 1998, 54, 4413-4450; (c) Scholl, M.; Ding, S.; Lee, C. W.; Grubbs, R. H. Org. Lett. 1999, 1, 953-956; (d) Chatterjee, A. K.; Grubbs, R. H. Org. Lett. 1999, 1, 1751-1753; (e) Morgan, J. P.; Grubbs, R. H. Org. Lett. 2000, 2, 3153-3155; (f) Sanford, M. S.; Ulman, M.; Grubbs, R. H. J. Am. Chem. Soc. 2001, 123, 749-750; (g) Boiteau, J.-G.; Weghe, P. V.; Eustache, J. Tetrahedron Lett. 2001, 42, 239-242; (h) Chattergee, A. K.; Morgan, J. P.; Scholl, M.; Grubbs, R. H. J. Am. Chem. Soc. 2000, 122, 3783-3784
    • (1999) Org. Lett. , vol.1 , pp. 953-956
    • Scholl, M.1    Ding, S.2    Lee, C.W.3    Grubbs, R.H.4
  • 14
    • 0033518063 scopus 로고    scopus 로고
    • For recent reviews, see: (a) Furstner, A. Angew. Chem., Int. Ed. 2000, 39, 3012-3043; (b) Grubbs, R. H.; Chang, S. Tetrahedron 1998, 54, 4413-4450; (c) Scholl, M.; Ding, S.; Lee, C. W.; Grubbs, R. H. Org. Lett. 1999, 1, 953-956; (d) Chatterjee, A. K.; Grubbs, R. H. Org. Lett. 1999, 1, 1751-1753; (e) Morgan, J. P.; Grubbs, R. H. Org. Lett. 2000, 2, 3153-3155; (f) Sanford, M. S.; Ulman, M.; Grubbs, R. H. J. Am. Chem. Soc. 2001, 123, 749-750; (g) Boiteau, J.-G.; Weghe, P. V.; Eustache, J. Tetrahedron Lett. 2001, 42, 239-242; (h) Chattergee, A. K.; Morgan, J. P.; Scholl, M.; Grubbs, R. H. J. Am. Chem. Soc. 2000, 122, 3783-3784
    • (1999) Org. Lett. , vol.1 , pp. 1751-1753
    • Chatterjee, A.K.1    Grubbs, R.H.2
  • 15
    • 0034609694 scopus 로고    scopus 로고
    • For recent reviews, see: (a) Furstner, A. Angew. Chem., Int. Ed. 2000, 39, 3012-3043; (b) Grubbs, R. H.; Chang, S. Tetrahedron 1998, 54, 4413-4450; (c) Scholl, M.; Ding, S.; Lee, C. W.; Grubbs, R. H. Org. Lett. 1999, 1, 953-956; (d) Chatterjee, A. K.; Grubbs, R. H. Org. Lett. 1999, 1, 1751-1753; (e) Morgan, J. P.; Grubbs, R. H. Org. Lett. 2000, 2, 3153-3155; (f) Sanford, M. S.; Ulman, M.; Grubbs, R. H. J. Am. Chem. Soc. 2001, 123, 749-750; (g) Boiteau, J.-G.; Weghe, P. V.; Eustache, J. Tetrahedron Lett. 2001, 42, 239-242; (h) Chattergee, A. K.; Morgan, J. P.; Scholl, M.; Grubbs, R. H. J. Am. Chem. Soc. 2000, 122, 3783-3784
    • (2000) Org. Lett. , vol.2 , pp. 3153-3155
    • Morgan, J.P.1    Grubbs, R.H.2
  • 16
    • 0035977649 scopus 로고    scopus 로고
    • For recent reviews, see: (a) Furstner, A. Angew. Chem., Int. Ed. 2000, 39, 3012-3043; (b) Grubbs, R. H.; Chang, S. Tetrahedron 1998, 54, 4413-4450; (c) Scholl, M.; Ding, S.; Lee, C. W.; Grubbs, R. H. Org. Lett. 1999, 1, 953-956; (d) Chatterjee, A. K.; Grubbs, R. H. Org. Lett. 1999, 1, 1751-1753; (e) Morgan, J. P.; Grubbs, R. H. Org. Lett. 2000, 2, 3153-3155; (f) Sanford, M. S.; Ulman, M.; Grubbs, R. H. J. Am. Chem. Soc. 2001, 123, 749-750; (g) Boiteau, J.-G.; Weghe, P. V.; Eustache, J. Tetrahedron Lett. 2001, 42, 239-242; (h) Chattergee, A. K.; Morgan, J. P.; Scholl, M.; Grubbs, R. H. J. Am. Chem. Soc. 2000, 122, 3783-3784
    • (2001) J. Am. Chem. Soc. , vol.123 , pp. 749-750
    • Sanford, M.S.1    Ulman, M.2    Grubbs, R.H.3
  • 17
    • 0035825098 scopus 로고    scopus 로고
    • For recent reviews, see: (a) Furstner, A. Angew. Chem., Int. Ed. 2000, 39, 3012-3043; (b) Grubbs, R. H.; Chang, S. Tetrahedron 1998, 54, 4413-4450; (c) Scholl, M.; Ding, S.; Lee, C. W.; Grubbs, R. H. Org. Lett. 1999, 1, 953-956; (d) Chatterjee, A. K.; Grubbs, R. H. Org. Lett. 1999, 1, 1751-1753; (e) Morgan, J. P.; Grubbs, R. H. Org. Lett. 2000, 2, 3153-3155; (f) Sanford, M. S.; Ulman, M.; Grubbs, R. H. J. Am. Chem. Soc. 2001, 123, 749-750; (g) Boiteau, J.-G.; Weghe, P. V.; Eustache, J. Tetrahedron Lett. 2001, 42, 239-242; (h) Chattergee, A. K.; Morgan, J. P.; Scholl, M.; Grubbs, R. H. J. Am. Chem. Soc. 2000, 122, 3783-3784
    • (2001) Tetrahedron Lett. , vol.42 , pp. 239-242
    • Boiteau, J.-G.1    Weghe, P.V.2    Eustache, J.3
  • 18
    • 0034685462 scopus 로고    scopus 로고
    • For recent reviews, see: (a) Furstner, A. Angew. Chem., Int. Ed. 2000, 39, 3012-3043; (b) Grubbs, R. H.; Chang, S. Tetrahedron 1998, 54, 4413-4450; (c) Scholl, M.; Ding, S.; Lee, C. W.; Grubbs, R. H. Org. Lett. 1999, 1, 953-956; (d) Chatterjee, A. K.; Grubbs, R. H. Org. Lett. 1999, 1, 1751-1753; (e) Morgan, J. P.; Grubbs, R. H. Org. Lett. 2000, 2, 3153-3155; (f) Sanford, M. S.; Ulman, M.; Grubbs, R. H. J. Am. Chem. Soc. 2001, 123, 749-750; (g) Boiteau, J.-G.; Weghe, P. V.; Eustache, J. Tetrahedron Lett. 2001, 42, 239-242; (h) Chattergee, A. K.; Morgan, J. P.; Scholl, M.; Grubbs, R. H. J. Am. Chem. Soc. 2000, 122, 3783-3784
    • (2000) Am. Chem. Soc. , vol.122 , pp. 3783-3784
    • Chattergee, A.K.1    Morgan, J.P.2    Scholl, M.3    Grubbs, R.H.J.4
  • 19
    • 84991421633 scopus 로고    scopus 로고
    • Other sulfonamides prepared include ethyl, tosyl and camphorsulfonyl, all of which coupled in excess of 70% yield
    • Other sulfonamides prepared include ethyl, tosyl and camphorsulfonyl, all of which coupled in excess of 70% yield.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.