Carboxybenzyl

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Carboxybenzyl or Cbz or Z is an amine protecting group in organic synthesis. It is commonly used in peptide synthesis and is formed by reacting an amine with benzyl chloroformate and a weak base. It is used to protect amines from electrophiles. The protected amine can be deprotected by catalytic hydrogenation or treatment with HBr.

Schematic: Protection of amine with benzyl chloroformate

[edit] References

  • J. Clayden, N. Greeves, S. Warren, P. Wothers, "Organic Chemistry", Oxford University Press, 2001
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