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TCI

CAS 3426-71-9

N-Benzyloxycarbonylhydroxylamine TCI C1557

N-Benzyloxycarbonylhydroxylamine TCI C1557

Chemical Identity

Other names
Benzyl N-Hydroxycarbamate · N-Cbz-hydroxylamine · N-Hydroxycarbamic Acid Benzyl Ester · N-Carbobenzoxyhydroxylamine
CAS No.
3426-71-9
PubChem
CID 18907·SID 87566554
Formula
C8H9NO3
Molecular weight
167.16 g/mol
Purity
>97.0%(HPLC)(N)
Storage
0-10°C
Full identifiers (IUPAC, SMILES, InChIKey)
IUPAC
benzyl N-hydroxycarbamate
SMILES
C1=CC=C(C=C1)COC(=O)NO
InChIKey
PQBSPTAPCMSZAA-UHFFFAOYSA-N
MDL
MDL00010642
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TCI C1557 N-Benzyloxycarbonylhydroxylamine, commonly called Cbz-hydroxylamine, is a protected hydroxylamine derivative that is far easier to handle than the free reagent. The free hydroxyl group remains available for selective functionalization through Mitsunobu chemistry or direct alkylation, giving access to O-substituted hydroxylamines and N–O containing scaffolds. It is a standard precursor for hydroxamic acids, aminooxy compounds used in oxime bioconjugation, and isoxazolidine frameworks, with the Cbz group removable under mild catalytic hydrogenolysis. AMI Scientific supplies this TCI reagent in 5 g and 25 g packs for medicinal chemistry, peptide chemistry, and enzyme inhibitor research.

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