4-[(tert-Butoxycarbonyl)amino]-1-cubanecarboxylic Acid TCI B6415

Chemical Identity

Other names: 4-[(tert-Butoxycarbonyl)amino]cubane-1-carboxylic Acid · 8-[[(tert-Butoxy)carbonyl]amino]cubane-1-carboxylic Acid · 4-(Boc-amino)-1-cubanecarboxylic Acid
CAS No.: 1000931-72-5
PubChem: CID 25324658
Formula: C14H17NO4
Molecular weight: 263.29 g/mol
Purity: >98.0%(GC)(qNMR)

Full identifiers (IUPAC, SMILES, InChIKey)

IUPAC: 4-[(2-methylpropan-2-yl)oxycarbonylamino]cubane-1-carboxylic acid
SMILES: CC(C)(C)OC(=O)NC12C3C4C1C5C2C3C45C(=O)O
InChIKey: RQTXWKKAUMSKQA-UHFFFAOYSA-N
MDL: MDL29060092

Rp 7.764.750,00

~~Rp 5.445.300,00~~ Rp 7.764.750,00

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TCI B6415 4-[(tert-Butoxycarbonyl)amino]-1-cubanecarboxylic Acid (CAS 1000931-72-5) is a non-heterocyclic building block built on the rigid cubane framework, carrying a free carboxylic acid and a Boc-protected amine on opposite positions. This bifunctional design lets researchers introduce the cubane motif into peptides and small molecules through familiar amide coupling chemistry without an extra protection step. Cubane derivatives are widely studied as benzene bioisosteres, offering a rigid three-dimensional alternative that preserves substituent vectors. AMI Scientific offers this TCI product in a 100 mg pack suited to exploratory synthesis, with full quality details available in the manufacturer's Certificate of Analysis and Safety Data Sheet.

TCI brochures (PDF)

Cubane Building Blocks as Benzene Bioisosteres 2025-04-03 · p. 1

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Kadyrov et al. (2021). Convenient Synthesis of (R)-3-[(tert-Butoxycarbonyl)amino]piperidine and (R)-3-[(tert-Butoxycarbonyl)amino]azepane. Synthesis doi:10.1055/a-1526-7657
(2012). Discussion Addendum For: Efficient Asymmetric Synthesis of N-tert-Butoxycarbonyl a-Amino Acids using 4-tert-Butoxycarbonyl-5,6-Diphenylmorpholin-2-one:. Organic Syntheses doi:10.15227/orgsyn.089.0394
IHLE et al. (1996). ChemInform Abstract: Preparation of 4‐Alkyl‐2‐(N‐(tert‐butoxycarbonyl)amino)pyridines by Alkylation, Nucleophilic Addition, and Acylation of 2‐(N‐(tert‐ Butoxycarbonyl)amino)‐4‐picoline.. ChemInform doi:10.1002/chin.199646162

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