jarodduesing - 26-1-2022 at 17:39
Hello, I hope you are having a fantastic new year so far. We are planning to synthesize this and would like to know what you think of the pathway.
There are 2 precursors being created as well. There is a kingdraw file and pictures of all the pathways. Do you think a stronger protecting agent will
be needed on the oxygens? Thanks for sharing your time and expertise!
https://drive.google.com/drive/folders/1cmSQx5e3oDSnfWoWsWDx...
V3 Kingdraw and .png added since I lost carbon in my drawings 
[Edited on 27-1-2022 by jarodduesing]
Sigmatropic - 26-1-2022 at 23:16
Just upload your scheme as one figure.
It is full of errors, where did you get this pathway from? It will not work as shown.
Step1: a peptide coupling with a boc protected amine wont work. Step2: 'protecting oxygens' those are carbonyl oxygens on an amide. Depending on the
chemistry they usually dont need protection. I dont think they react with Et3SiH/TFA
Step3: theres a carbon missing
jarodduesing - 27-1-2022 at 04:18
Sigma,
Thank you so much for your advice! I was actually designing jt myself for the most part so that accounts for the errors 
For the peptide coupling on a secondary amine would the reaction only occur once, or
would I need to protect with a different compound?