116527-88-9Relevant academic research and scientific papers
Diversity oriented synthesis of a vinblastine-templated library of 7-aryl-octahydroazonino[5,4-b]indoles via a three-component reaction
Fokas, Demosthenes,Kaselj, Mira,Isome, Yuko,Wang, Zhimin
supporting information, p. 49 - 58 (2013/03/14)
A vinblastine-templated library of 7-aryl-octahydroazonino[5,4-b]indoles was prepared by a three-component reaction from indolizino[8,7-b]indoles, chloroformates, and activated arenes via a chloroformate mediated fragmentation of the indolizinoindole nucleus followed by insertion of an activated arene. In addition to N3-carbamoyl-7-aryl-octahydroazonino[5,4-b]indoles prepared in one step, a wide range of N3-substituted substrates were synthesized in one pot via the derivatization of a versatile N3-H-azonino[5,4-b]indole intermediate generated in situ by application of the same strategy. A subset of 308 compounds out of a virtual library of 3216, representing 13 different chemotypes, was prepared by high throughput solution-phase synthesis and subsequently purified by mass-triggered high performance liquid chromatography (HPLC). A total of 188 compounds with a minimum purity of 80% by UV214 nm and 85% by evaporative light scattering detection (ELSD) was isolated for primary screening.
EINE NEUE SYNTHESE VON VINBLASTIN-DERIVATEN III. SYNTHESE UND REAKTIONEN VON 21,Nb-SECO-CLEAVAMIN-DERIVATEN ALS VORLAUFER ZU 20'-DEETHYL-20'-DEOXYVINBLASTIN UND (+/-)-16α-METHOXYCARBONYL-20-DEETHYL-15,20-DIHYDROCLEAVAMIN
Schill, Gottfried,Priester, Claus Ulrich,Windhovel, Udo Frank,Fritz, Hans
, p. 3747 - 3764 (2007/10/02)
In a new concept for the synthesis of 20'-deethyl-20'deoxyvinblastine, Nb-seco-cleavamine derivatives 1a,2a are possible precursors.For the synthesis of these compounds the indolizino indoles 8I,II were treated with benzyl chloroformate/aq. sodium
