N-(tert-Butoxycarbonyloxy)phthalimide TCI C1573

Chemical Identity

Other names: tert-Butyl Phthalimido Carbonate · Carbonic Acid tert-Butyl Phthalimido Ester
CAS No.: 15263-20-4
PubChem: CID 84857·SID 87566569
Formula: C13H13NO5
Molecular weight: 263.25 g/mol
Purity: >95.0%(HPLC)

Full identifiers (IUPAC, SMILES, InChIKey)

IUPAC: tert-butyl (1,3-dioxoisoindol-2-yl) carbonate
SMILES: CC(C)(C)OC(=O)ON1C(=O)C2=CC=CC=C2C1=O
InChIKey: MCWXBNWFVFOQAS-UHFFFAOYSA-N
MDL: MDL00005889

Rp 1.060.500,00

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Berat 1g 5g

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TCI C1573 N-(tert-Butoxycarbonyloxy)phthalimide is a mild reagent for introducing the tert-butoxycarbonyl protecting group onto amines. It releases N-hydroxyphthalimide as a readily separated by-product, which makes work-up straightforward on sensitive substrates. The reagent is widely used in peptide synthesis and medicinal chemistry where orthogonal protection and low racemisation risk are essential. AMI Scientific supplies this TCI reagent in 1 g and 5 g packs, with dry storage recommended to preserve activity.

TCI brochures (PDF)

Protecting Agents 2025-03-25 · p. 9

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(2009). Gold(I)-catalyzed Tandem Cyclization of 3-(tert-Butoxycarbonyloxy)-1,6-enynes. Bulletin of the Korean Chemical Society doi:10.5012/bkcs.2009.30.6.1239
Ito et al. (2000). 4-(tert-Butoxycarbonyloxy)benzylp-toluenesulfonates as acid amplifiers applicable to chemically amplified photoresists. Macromolecular Chemistry and Physics doi:10.1002/(sici)1521-3935(20000101)201:1<132::aid-macp132>3.0.co;2-3
GRAPSAS et al. (1994). ChemInform Abstract: N‐(tert‐Butoxycarbonyloxy)‐5‐norbornene‐endo‐2,3‐dicarboximide, a Reagent for the Regioselective Introduction of the tert‐Butoxycarbonyl (BOC) Protective Group at Unhindered Amines: Application to Aminoglycoside Chemistry.. ChemInform doi:10.1002/chin.199436241

References were compiled automatically from Crossref and every DOI was verified to exist. AMI Scientific is not affiliated with the authors or the publishers.