116171-95-0Relevant academic research and scientific papers
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
EINE NEUE SYNTHESE VON VINBLASTIN-DERIVATEN IV . SYNTHESE VON 20'-DEETHYL-20'-DEOXYVINBLASTIN und 20'-DEETHYL-20'-DEOXYVINCOVALIN UEBER 3,Nb-SECO-CLEAVAMIN-DERIVATIVE ALS ZWISCHENSTUFEN
Schill, Gottfried,Priester, Claus Ulrich,Windhoevel, Udo Frank,Fritz, Hans
, p. 3765 - 3786 (2007/10/02)
Coupling of racemic 16-methoxycarbonyl-15,20-dihydro-3,Nb-seco-cleavamine derivative 34 with (-)vindoline via chloroindolenine intermediate 41 occurs with high stereoselectivity and leads after cyclization to the separable dimers 46I and 46II with natural C(14'), C(16')-configuration in good yields.Tetracyclic lactam 37 with vinblastine analogous stereochemistry is prepared and transfomed to chloroindolenine 38.Coupling of 38 with N,N-dimethyl-m-anisidine was achieved in good yield.
