This post is about reactions involving the protection of amines in organic chemistry. The post is active and growing, so you can expect more examples to be added over time. Please be sure to come back. The updates will be announced on my instagram account.

Check out the post about protection of alcohols. >>>

Last update 23/03/01.

The benzyl group (Bn) features a benzene ring (C6H6) attached to a methylene group (−CH2−) group. It is removed by hydrogenolysis.

1. For the synthesis of Lascufloxacin.

Benzyl deprotection via hydrogenation.

J. Med. Chem. 2021, 64, 3604.

1. For the synthesis of Aristeromycin.

Boc protection and TFA-promoted amine deprotection.

Org. Lett. 2021, 23, 2863.

1. For the synthesis of A-94964.

Angew. Chem. Int. Ed. 2022, 61, e202200818.

1. For the synthesis of Upadacitinib.

Removal of the carboxybenzoyl group with 10% palladium hydroxide on carbon gave the free amine.

J. Med. Chem. 2021, 64, 3604.

1. For the synthesis of Remimazolam Tosylate. 

DCC-mediated amidation of methyl ester.

J. Med. Chem. 2021, 64, 3604.

1. For the synthesis of Deoxoapodine.

Angew. Chem. Int. Ed. 2022, 61, e202207360.

1. For the synthesis of Deoxoapodine.

Angew. Chem. Int. Ed. 2022, 61, e202207360.