Today I did it!
The hydrolysis of a very stable diethyl-acetal with 2M hydrogenchloride worked (THF, 2 h, reflux) and the following intramolecular cyclisation of a beta-ketoamide with the now deprotected aldehyde worked as well. LC-MS reactioncontroll is a really helpfull tool to get quick information about a conversion. I proceeded to check wether the compund is TLC stable or not by simple 2D-TLC. Yes! It is! Quickly ran a column with HRMS-analysis of the collected Spot. Perfect! It´s a mixture of three compounds with nearly the same Rf-value ! The cyclised compound, the cyclised compound including elimination of the newly formed alcohol and traces of my final compound! Tomorrow I will give sodiumhydroxide another chance to give me the cyclised and eliminated compound. Then it is just one step away from the total synthesis of…..
I just want you to participate in this progress and I want to show, how emotional chemistry can be. More details regarding the synthesis strategy and the final product will follow as soon as possible.
Stay tuned 😉