119098-01-0Relevant academic research and scientific papers
Synthesis of the Left-hand Unit of the Antitumor Agent CC-1065
Moody, Christopher J.,Pass, Martin,Rees, Charles W.,Tojo, Gabriel
, p. 1062 - 1063 (1986)
The cyclopropapyrroloindole (3), the left-hand unit of the antitumour agent CC-1065 (1), has been synthesized from 3-hydroxyacetophenone by a route which involves construction of both pyrrole rings by thermolysis of vinyl azides.
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).
