N-Carbobenzoxy-DL-phenylalanine TCI C0643

Chemical Identity

Other names: N-Cbz-DL-phenylalanine · Z-DL-Phe-OH · N-Benzyloxycarbonyl-DL-phenylalanine
CAS No.: 3588-57-6
PubChem: CID 100081·SID 87565733
Formula: C17H17NO4
Molecular weight: 299.33 g/mol
Purity: >98.0%(HPLC)(T)

Full identifiers (IUPAC, SMILES, InChIKey)

IUPAC: 3-phenyl-2-(phenylmethoxycarbonylamino)propanoic acid
SMILES: C1=CC=C(C=C1)CC(C(=O)O)NC(=O)OCC2=CC=CC=C2
InChIKey: RRONHWAVOYADJL-UHFFFAOYSA-N
MDL: MDL00063150

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TCI C0643 N-Carbobenzoxy-DL-phenylalanine is the racemic, Cbz-protected derivative of phenylalanine, featuring the characteristic aromatic benzyl side chain. The protecting group allows selective activation of the carboxyl terminus and is cleanly removed by catalytic hydrogenolysis when deprotection is required. Its racemic nature makes it a useful substrate for enzymatic resolution studies and for assessing enantioselectivity in biocatalysis. AMI Scientific offers this TCI product in 10 g and 25 g packs to support medium-scale peptide and medicinal chemistry work.