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Category Archives: amine
deprotection of benzyl on an amine
1. pd/c, hydrogenation. known to be slow compare to benzyl ether.acidic solvents like HCl/MeOH or AcOH was reported to give good results. 2. CAN/MeCN/water mild condition, but works only for tertiary amine. 3. substitute the benzyl group with a carbamate, … Continue reading
Posted in amine, deprotection
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Curtius rearrangement
converts acid to carboxylic azides (use DPPA or acid chloride then NaN3) then upon heating rearrange to an isocyanate. Then the isocyanate can be trapped by alcohol to form a carbamate. related rxn: Hofmann Rearrangement, Schmidt Reaction. Condition I used … Continue reading
Posted in acid, amine, rearrangement
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