TCI B6011 is tert-Butyl 3-Methyleneazetidine-1-carboxylate, a four-membered heterocyclic building block that carries an exocyclic double bond at the 3-position and a Boc protecting group on its nitrogen atom. The azetidine ring belongs to a class of scaffolds increasingly used in modern medicinal chemistry because of its compact size, rich sp3 character, and ability to present functional groups in a well-defined spatial orientation. In the laboratory, this material serves as a starting point for constructing a wide range of 3-substituted azetidines that were previously difficult to access through conventional synthetic routes.
The principal appeal of this compound lies in its highly versatile exocyclic methylene group. This double bond can undergo aza-Michael addition, hydroboration-oxidation, epoxidation, cyclopropanation, radical addition, photoredox-catalysed hydroamination, and metathesis reactions, so that a single starting material can branch into many different derivatives. The strain of the four-membered ring also confers a distinctive reactivity compared with larger rings. The Boc group, meanwhile, protects the amine nitrogen throughout these transformations and can be removed with acid at whatever stage the chemist chooses, giving flexible control over the synthetic sequence.
In Indonesian laboratories, this building block is typically used in synthetic organic chemistry groups at universities and research institutes, in pharmaceutical discovery programmes exploring new scaffolds, and in contract research work where sp3-rich fragments are required. It suits laboratories building compound libraries around saturated nitrogen heterocycles, as well as teaching and method-development settings where a reliable, well-characterised olefin handle is needed for exploring modern functionalisation chemistry.
- Medicinal chemistry scaffold construction: the compact, sp3-rich azetidine ring offers a rigid three-dimensional framework that helps chemists move away from flat aromatic structures when designing new drug candidates.
- Aza-Michael and conjugate addition chemistry: the exocyclic methylene accepts nucleophiles readily, giving straightforward access to 3-substituted azetidines bearing nitrogen, oxygen, or sulfur substituents from a single common precursor.
- Hydroboration-oxidation and epoxidation routes: the olefin handle can be converted into hydroxymethyl or epoxide functionality, opening further pathways toward alcohols, ethers, and ring-opened derivatives for downstream elaboration.
- Cyclopropanation and spirocycle synthesis: reaction across the exocyclic double bond builds strained spiro-fused systems that are valuable as conformationally restricted fragments in structure-activity relationship studies.
- Photoredox and radical functionalisation studies: the methylene group participates in radical addition and catalysed hydroamination, making this material a practical substrate for developing and benchmarking modern photochemical methodologies.
| Brand | TCI (Tokyo Chemical Industry) |
|---|---|
| CAS number | 934664-41-2 |
| Molecular formula | — |
| Purity | — |
| Category | Chemistry > Building Blocks > Heterocyclic Building Blocks |
| Pack sizes | available in standard research-scale catalogue pack sizes; please confirm the packing option required for your work |
| Physical form | — |
| Storage | keep in the original sealed container under the conditions stated on the manufacturer's label |
- Chemical name: tert-Butyl 3-Methyleneazetidine-1-carboxylate
Store the container tightly closed in a cool, dry, well-ventilated area away from direct sunlight, heat sources, strong acids, and strong oxidising agents, following the storage conditions given on the manufacturer's label and safety data sheet. Keep the material in its original supplier container or in a compatible, clearly labelled glass vessel with a secure closure; Boc-protected compounds are sensitive to acidic conditions, so avoid contact with acid residues during storage and transfer. Handle in a fume hood using safety glasses, gloves, and a laboratory coat, and dispense with clean, dry equipment to limit moisture uptake. Reseal the container promptly after use, record each withdrawal, and dispose of residues and contaminated consumables as chemical waste in line with your institution's laboratory waste procedures.
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