tert-Butyl (5-Aminobicyclo[3.1.1]heptan-1-yl)carbamate TCI B6608

Chemical Identity

Other names: 5-[(tert-Butoxycarbonyl)amino]bicyclo[3.1.1]heptane-1-amine · 5-(Boc-amino)bicyclo[3.1.1]heptane-1-amine
CAS No.: 1049607-15-9
PubChem: CID 25324817
Formula: C12H22N2O2
Molecular weight: 226.32 g/mol
Purity: >97.0%(GC)(qNMR)

Full identifiers (IUPAC, SMILES, InChIKey)

IUPAC: tert-butyl N-(5-amino-1-bicyclo[3.1.1]heptanyl)carbamate
SMILES: CC(C)(C)OC(=O)NC12CCCC(C1)(C2)N
InChIKey: CXZHLLYWULEMRB-UHFFFAOYSA-N
MDL: MDL13806410

Rp 13.620.600,00

~~Rp 9.540.300,00~~ Rp 13.620.600,00

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Berat 100mg

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TCI B6608, tert-butyl (5-aminobicyclo[3.1.1]heptan-1-yl)carbamate, is a mono-Boc-protected bicyclic diamine building block. The free primary amine can be acylated, sulfonylated, or reductively alkylated while the second nitrogen remains masked until acidic deprotection. Its rigid bicyclo[3.1.1]heptane core provides a fixed spatial relationship between the two nitrogen handles, useful in three-dimensional scaffold design. AMI Scientific offers this TCI reagent in a 100 mg pack size for medicinal chemistry and organic synthesis laboratories.

TCI brochures (PDF)

Bicycloalkane Building Blocks ― Benzene Bioisosteres ― 2025-04-01 · p. 1

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Chmovzh et al. (2021). tert-Butyl Bis(4′-(Hexyloxy)-[1,1′-biphenyl]-4-yl)carbamate. Molbank doi:10.3390/m1247
(2009). MILD AND EFFICIENT ONE-POT CURTIUS REARRANGEMENT: PREPARATION OF N-tert-BUTYL ADAMANTANYL-1-YL-CARBAMATE. Organic Syntheses doi:10.15227/orgsyn.086.0113
(2022). Diasterocontrol Synthesis of Tamiflu Intermediate of Tert- butyl(5-hydroxy-6-(1-ethylpropoxy)-1,2-epoxycyclohex- 3-en-1-yl)carbamate. MALAYSIAN JOURNAL OF CHEMISTRY doi:10.55373/mjchem.v24i2.258

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

References cited in the TCI brochure

Pavel K. Mykhailiuk. Saturated bioisosteres of benzene: where to go next? Organic & Biomolecular Chemistry, 2019. doi:10.1039/c8ob02812e
Toranosuke Iida. Practical and Facile Access to Bicyclo[3.1.1]heptanes: Potent Bioisosteres of meta-Substituted Benzenes Journal of the American Chemical Society, 2022. doi:10.1021/jacs.2c09733