tert-Butyl 6-Amino-2-azaspiro[3.3]heptane-2-carboxylate TCI D6448

Chemical Identity

Other names: 2-Boc-6-Amino-2-azaspiro[3.3]heptane
CAS No.: 1211586-09-2
PubChem: CID 46930560
Formula: C11H20N2O2
Molecular weight: 212.29 g/mol
Purity: >98.0%(GC)
Storage: 0-10°C
Reference databases: ECHA

Full identifiers (IUPAC, SMILES, InChIKey)

IUPAC: tert-butyl 6-amino-2-azaspiro[3.3]heptane-2-carboxylate
SMILES: CC(C)(C)OC(=O)N1CC2(C1)CC(C2)N
InChIKey: WJDUCDSPGKNBBW-UHFFFAOYSA-N
MDL: MDL15071432

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TCI D6448 is tert-Butyl 6-Amino-2-azaspiro[3.3]heptane-2-carboxylate, a heterocyclic building block that carries a primary amine group on an azetidine–cyclobutane spiro framework, with the ring nitrogen already protected by a Boc group. This arrangement produces a molecule with two nitrogen atoms of differentiated reactivity: one free and ready to react, the other temporarily locked. In the laboratory, that advantage is used to construct molecules in stages — the primary amine is coupled first, and only afterwards is the Boc protecting group removed to unmask the second nitrogen.

The property that makes this material widely sought after is the spiro[3.3]heptane framework, which is rigid, rich in sp3 carbon, and genuinely three-dimensional. In drug molecule design, a framework of this kind is frequently used as a replacement for piperidine or cyclohexane rings so that molecular shape is changed without adding excessive lipophilic character. The primary amine at position 6 is among the most versatile functional groups in medicinal chemistry: it can form amides with carboxylic acids, sulfonamides with sulfonyl chlorides, and ureas with isocyanates, as well as C–N bonds in nucleophilic aromatic substitution and metal-catalysed coupling reactions.

In Indonesian laboratories, this building block is typically found in university and institutional research groups working on medicinal chemistry and organic synthesis, where saturated three-dimensional scaffolds are needed for analogue series. It is also used by contract research and formulation development laboratories preparing intermediates on a small scale. Because it is handled in modest quantities during exploratory route development, it is usually purchased in research-scale packs rather than bulk containers.

TCI brochures (PDF)

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

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Medicinal chemistry scaffold hopping: the rigid, sp3-rich spiro[3.3]heptane core substitutes for piperidine or cyclohexane rings, changing molecular shape without adding excessive lipophilic character to the analogue.
Amide bond formation: the free primary amine at position 6 couples readily with carboxylic acids, making this a direct entry point into amide-linked analogue libraries during lead optimisation work.
Sulfonamide and urea synthesis: the same primary amine reacts with sulfonyl chlorides to give sulfonamides and with isocyanates to give ureas, broadening the accessible derivative space.
Sequential two-nitrogen elaboration: chemists couple the free amine first, then remove the Boc group to unmask the second ring nitrogen, allowing controlled stepwise construction of complex targets.
C–N bond construction: the primary amine serves as the nucleophilic partner in nucleophilic aromatic substitution and metal-catalysed coupling reactions used to attach heteroaromatic fragments.

Brand	TCI
CAS number	1211586-09-2
Molecular formula	—
Purity	—
Category	Chemistry > Building Blocks > Heterocyclic Building Blocks
Pack sizes	supplied in research-scale packs; please confirm the available pack size when ordering
Physical form	—
Storage	store according to the conditions stated on the manufacturer's label and safety data sheet

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

Store the container tightly closed in a cool, dry, well-ventilated place, following the storage temperature stated on the manufacturer's label and safety data sheet. Keep the material in its original supplier container or in a tightly sealed glass vial, protected from moisture and away from strong acids, which cleave the Boc protecting group. Handle in a fume hood using gloves, safety glasses, and a laboratory coat. Weigh out portions promptly and reseal the container to limit exposure to atmospheric moisture. Dispose of residues and contaminated consumables through the laboratory's chemical waste route, and consult the safety data sheet before first use.

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