tert-Butyl carbazate, widely known as Boc-hydrazine, is a mono-protected hydrazine derivative that offers far safer and more selective handling than free hydrazine. Its free terminal nitrogen reacts readily with aldehydes, ketones, and activated carboxylic acid derivatives, while the Boc group can be removed under standard acidic deprotection conditions. It is routinely used in peptide chemistry, hydrazide synthesis, bioconjugation linker preparation, and the construction of nitrogen heterocycles. TCI offers this solid reagent in 25 g and 250 g packs; store it tightly sealed in a cool, dry place and handle it in a fume hood with appropriate protective equipment.
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- Aitken et al. (2022). tert-Butyl Carbazate (N-Boc-Hydrazine). Molbank doi:10.3390/m1482
- Ioannidou et al. (2009). tert-Butyl 3-(4-Cyano-5-phenylisothiazol-3-yl)carbazate. Molbank doi:10.3390/m628
- Barluenga et al. (2007). Palladium‐Catalyzed Cross‐Coupling Between Vinyl Halides and tert‐Butyl Carbazate: First General Synthesis of the Unusual N‐Boc‐N‐alkenylhydrazines.. ChemInform doi:10.1002/chin.200718049
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