tert-Butyl (3-Aminobicyclo[1.1.1]pentan-1-yl)carbamate TCI B6523

Chemical Identity

Other names: tert-Butyl N-{3-Aminobicyclo[1.1.1]pentan-1-yl}carbamate · N-tert-Butoxycarbonylbicyclo[1.1.1]pentane-1,3-diamine · 1-(Boc-amino)bicyclo[1.1.1]pentan-3-amine
CAS No.: 1638767-25-5
PubChem: CID 91800898
Formula: C10H18N2O2
Molecular weight: 198.27 g/mol
Purity: >98.0%(GC)(T)

Full identifiers (IUPAC, SMILES, InChIKey)

IUPAC: tert-butyl N-(3-amino-1-bicyclo[1.1.1]pentanyl)carbamate
SMILES: CC(C)(C)OC(=O)NC12CC(C1)(C2)N
InChIKey: WDWZFRPJPZEOBM-UHFFFAOYSA-N
MDL: MDL27987307

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TCI B6523, tert-Butyl (3-Aminobicyclo[1.1.1]pentan-1-yl)carbamate (CAS 1638767-25-5), is a mono-Boc-protected bicyclo[1.1.1]pentane diamine widely used as a rigid, three-dimensional building block in medicinal chemistry. The BCP core serves as a well-known bioisostere of the benzene ring, allowing researchers to explore saturated alternatives to aromatic scaffolds. Its free amine can be selectively functionalised while the Boc-protected nitrogen remains masked until acidic deprotection is required. AMI Scientific supplies this reagent in original TCI packaging in 100 mg and 500 mg sizes for discovery-scale research.

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

Murugaiah A. M. Subbaiah. Bioisosteres of the Phenyl Ring: Recent Strategic Applications in Lead Optimization and Drug Design Journal of Medicinal Chemistry, 2021. doi:10.1021/acs.jmedchem.1c01215