Staurosporine and ent-staurosporine: The first total syntheses, prospects for a regioselective approach, and activity profiles

Journal of the American Chemical Society

Volumn 118, Issue 12, 1996, Pages 2825-2842

  Link, J T ^a,c   Raghavan, Subharekha ^a,e   Gallant, Michel ^c,f   Danishefsky, Samuel J ^a,b,c   Chou, T C ^b   Ballas, Lawrence M ^d  

^a Och Spine at New York Presbyterian Hospitals   (United States)

^b MEMORIAL SLOAN KETTERING CANCER CENTER   (United States)

^c YALE UNIVERSITY   (United States)

^d Sphinx Pharmaceuticals Corporation   (United States)

^e MERCK RESEARCH LABORATORIES   (United States)

^f MERCK FROSST CENTRE FOR THERAPEUTIC RESEARCH   (Canada)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0000314933     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja952907g     Document Type: Article

References (87)

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60. In practice 44 and 45 were not separated and were converted to 46 and 47 which were readily separated. Coupling constant analysis of 46 and 47 indicated the stereochemistry of the materials. Indole glycoside 46 shows an H1′-H2′ coupling constant of J = 6.6 Hz and a H2′-H3′ coupling constant of J = 5.6 Hz consistant with the axial-axial-axial proton arrangement in the conformation shown for 46. Indole glycoside 47 shows an H1′-H2′ coupling constant of J = 5.2 Hz and a H2′-H3′ coupling constant of J = 3.2 Hz, consistant with the axial-axial-equatorial proton arrangement in the conformation shown for 47.
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