tert-Butyl 6-Oxo-2-azaspiro[3.3]heptane-2-carboxylate TCI D6207

Chemical Identity

Other names: 6-Oxo-2-azaspiro[3.3]heptane-2-carboxylic Acid tert-Butyl Ester · N-(tert-Butoxycarbonyl)-6-oxo-2-azaspiro[3.3]heptane · N-Boc-6-oxo-2-azaspiro[3.3]heptane
CAS No.: 1181816-12-5
PubChem: CID 52333005
Formula: C11H17NO3
Molecular weight: 211.26 g/mol
Purity: >98.0%(GC)
Reference databases: ECHA

Full identifiers (IUPAC, SMILES, InChIKey)

IUPAC: tert-butyl 6-oxo-2-azaspiro[3.3]heptane-2-carboxylate
SMILES: CC(C)(C)OC(=O)N1CC2(C1)CC(=O)C2
InChIKey: HQHRAGXKFOTSQE-UHFFFAOYSA-N
MDL: MDL15071430

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TCI D6207 is tert-Butyl 6-Oxo-2-azaspiro[3.3]heptane-2-carboxylate, an organic synthesis raw material (building block) belonging to the heterocyclic class, combining an azetidine ring and a cyclobutanone ring within a single spiro framework. In the synthesis laboratory, this compound serves as an intermediate scaffold that is ready for modification: its ketone group acts as the primary reaction site, while the ring nitrogen has already been protected in advance by a tert-butoxycarbonyl (Boc) group. A pattern such as this is of considerable help to medicinal chemistry and process chemistry researchers, because it allows molecules to be constructed step by step without having to manage the reactivity of a free amine during the early stages of a route.

The characteristic that makes this material a frequent choice lies in its spiro[3.3]heptane framework, which is rich in sp3 carbon and conformationally rigid. A three-dimensional framework of this kind is often exploited as a replacement (bioisostere) for flat rings such as piperidine or morpholine, in order to improve the solubility profile and the orientation of functional groups on a target molecule. The ketone group at position 6 provides a broad range of derivatisation routes — reductive amination, reactions with organometallic reagents, Wittig olefination, as well as reduction to the corresponding alcohol. Having both a protected amine and an open carbonyl on one compact scaffold means a single starting material can branch toward many different downstream structures.

In Indonesian laboratories, a building block of this type is typically encountered in university and institutional research groups working on organic synthesis, medicinal chemistry, and the preparation of reference compounds, as well as in industrial R&D units developing synthetic routes. It is generally used at small to moderate scale during exploratory and route-scouting work, where a researcher needs a reliable, pre-functionalised scaffold rather than building the spiro core from simpler precursors.

TCI brochures (PDF)

Building Blocks for Medicinal Chemistry 2025-05-12 · p. 1

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Medicinal chemistry scaffold preparation — the rigid, sp3-rich spiro core supplies a three-dimensional starting point for analogue series, and the Boc-protected nitrogen keeps the amine masked until the intended deprotection step.
Bioisosteric replacement studies — chemists substitute this spiro[3.3]heptane framework for flat rings such as piperidine or morpholine to probe changes in solubility profile and functional group orientation within a target molecule.
Reductive amination routes — the ketone at position 6 reacts directly with amine partners to install new nitrogen substituents on the cyclobutane ring while the Boc group protects the existing ring nitrogen.
Organometallic addition and Wittig olefination — the accessible carbonyl accepts organometallic reagents or phosphorus ylides, letting researchers extend the scaffold with carbon substituents or convert it into an alkene.
Carbonyl reduction to the alcohol — reducing the position 6 ketone gives a hydroxyl handle for subsequent etherification, esterification, or substitution chemistry on the same protected spiro framework.

Brand	TCI
CAS number	1181816-12-5
Molecular formula	—
Purity	—
Category	Chemistry > Building Blocks > Heterocyclic Building Blocks
Pack sizes	available in the standard catalogue pack sizes offered for this product code
Physical form	—
Storage	store according to the conditions stated on the manufacturer's label and safety data sheet

Chemical name: tert-Butyl 6-Oxo-2-azaspiro[3.3]heptane-2-carboxylate

Store this building block in a tightly closed original container, kept in a cool, dry, and well-ventilated location away from direct sunlight, heat sources, and incompatible materials, following the conditions stated on the manufacturer's label and safety data sheet. Keep the container sealed when not in use to limit exposure to atmospheric moisture, and allow refrigerated material to reach room temperature before opening to reduce condensation. Handle the compound inside a fume hood, wearing safety goggles, chemical-resistant gloves, and a laboratory coat. Use clean, dry spatulas and glassware when weighing or transferring, label all secondary containers clearly, and dispose of residues and contaminated consumables through the laboratory's designated chemical waste stream in line with institutional procedures.

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