MC-Val-Ala-PBD synthesis

Yield: 45%

Reaction Conditions:

Stage #1:(S)-2-((S)-2-(6-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)-hexanamido)-3-methylbutanamido)propanoic acid with N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline in methanol;dichloromethane for 0.5 h;
Stage #2:(S)-2-(4-aminophenyl)-7-methoxy-8-(3-(((S)-7-methoxy-2-(4-methoxyphenyl)-5-oxo-5,11a-dihydro-1H-benzo[e]pyrrolo[1,2-a][1,4]diazepin-8-yl)oxy)propoxy)-1,11a-dihydro-5H-benzo[e]pyrrolo[1,2-a][1,4]diazepin-5-one in methanol;dichloromethane at 0;

References:

Jeffrey, Scott C.;Burke, Patrick J.;Lyon, Robert P.;Meyer, David W.;Sussman, Django;Anderson, Martha;Hunter, Joshua H.;Leiske, Chris I.;Miyamoto, Jamie B.;Nicholas, Nicole D.;Okeley, Nicole M.;Sanderson, Russell J.;Stone, Ivan J.;Zeng, Weiping;Gregson, Stephen J.;Masterson, Luke;Tiberghien, Arnaud C.;Howard, Philip W.;Thurston, David E.;Law, Che-Leung;Senter, Peter D. [Bioconjugate Chemistry,2013,vol. 24,# 7,p. 1256 - 1263]