Introduction To Bn

Benzyl (Bn) is also one of the most stable amino protecting groups. Like the PMB group, it is stable to most reactions, but it is more stable than the PMB group and therefore more difficult to remove.

Introduction of Bn

Introduction of Bn by alkylation

Bn can be introduced by reacting benzyl bromide or benzyl chloride with a base (K₂CO₃, DIPEA, NaH, Et₃N, n-BuLi, etc.) in an organic solvent (such as DMF, DCM and acetonitrile, etc.).

Introduction of Bn by reductive amination

Bn can also be introduced by reductive amination with C₆H₄CHO/NaBH₄, NaBH₃CN or NaBH(OAc)₃.

Removal of Bn

Bn is often removed by catalytic hydrogenolysis. The reaction is carried out in alcohol solvents such as MeOH using highly active Pd/C, Pd(OH)₂, and PdCl₂ as catalysts and H₂ as a hydrogenation source.

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