113457-85-5Relevant 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).
Synthesis of the Combined Centre- and Right-hand Section of the Antitumour Agent CC-1065
Bolton, Richard E.,Moody, Christopher J.,Rees, Charles W.,Tojo, Gabriel
, p. 3163 - 3166 (2007/10/02)
The complete centre-and right-hand section of the anti-tumour antibiotic CC-1065, known as PDE-I dimer (3), has been synthesised by coupling the pyrroloindole (6) and pyrroloindoline (5), followed by functional group transformations; the synthetic PDE-I dimer (3) was identical to material obtained from natural sources, and since natural PDE-I dimer has been converted into CC-1065, this work constitutes a formal total synthesis of the antibiotic.
