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Topic: N-Debenzylation  (Read 19693 times)

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Offline Eloquentia

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Re: N-Debenzylation
« Reply #15 on: January 23, 2017, 02:00:16 PM »
Can you provide structural information? Did you use methanol? From my experience, DMA (N,N-Dimethylacetamide) is one of the best solvents for debenzylation of amines. Some amines tend to deactivate the palladium catalyst via complexation. DMA will prevent this.

Thank you for this tip! I used DMA to debenzylate a pyrrolidine derivative. Worked like magic at RT and 1atm of hydrogen. It's so important to be able to use benzyl as a protecting group instead of Cbz, since it keeps the nitrogen nucleophilic.

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