91534-35-9Relevant academic research and scientific papers
Formal Synthesis of the Antitumour Antibiotic CC-1065
Bolton, Richard E.,Moody, Christopher J.,Pass, Martin,Rees, Charles W.,Tojo, Gabriel
, p. 2491 - 2500 (2007/10/02)
A formal total synthesis of the potent antitumour antibiotic CC-1065 (1) is described; both the cyclopropapyrroloindole (2) and the 'dimeric' pyrroloindole (3) are synthesized by routes involving vinyl azide chemistry.The cyclopropapyrroloindole (2) is prepared from 5-benzyloxy-2-bromoacetophenone (Schemes 3-5), the key steps being the formation of both indoles by decomposition of the azides (9) and (13).The dimer (3) is prepared by coupling the monomeric pyrroloindoles (25) and (27), followed by functional group transformations (Scheme 7).
Studies on the Synthesis of the Antitumor Agent CC-1065. Synthesis of the Unprotected Cyclopropapyrroloindole A Portion Using the 3,3'-Bipyrrole Strategy
Magnus, Philip,Gallagher, Timothy,Schultz, James,Or, Yat-Sun,Ananthanarayan, T.P.
, p. 2706 - 2711 (2007/10/02)
The total synthesis of the unprotected A portion of the potent cytotoxic agent CC-1065 1 using the 3,3'-bipyrrole strategy is described.Treatment of ethyl sorbate with (p-tolylsulfonyl)methyl isocyanide (TosMIC)/NaH gave the pyrrole 7, which was N'-phenyl
Studies on the Synthesis of the Antitumor Agent CC-1065. Synthesis of the Cyclopropapyrroloindole Portion
Magnus, Philip,Gallagher, Timothy
, p. 389 - 390 (2007/10/02)
Using a regioselective Mannich reaction the 3,3'-bipyrrole (4) is converted into the acid chloride (10), which is transformed into the tricyclic phenol (11); selective reduction of (11) using triethylsilane in trifluoroacetic acid gives (12), which is con
