8-Oxa-3-azabicyclo[3.2.1]octane is a bicyclic secondary amine that contains an oxygen bridge. You can think of it as a bridged morpholine: a morpholine ring locked by a two-carbon bridge, which makes it more rigid than the parent ring. In synthetic and medicinal chemistry laboratories it serves as a heterocyclic building block for adding a cyclic amine group to a target molecule. It is especially useful when designing drug candidates that need morpholine-like character but a different three-dimensional geometry.
Chemists choose this compound because its bicyclic framework restricts conformational freedom. That rigidity can change how a molecule interacts with its protein target, and it can also affect metabolic stability and physicochemical properties such as solubility and lipophilicity. Replacing a morpholine with a bridged analogue like this one is a common medicinal chemistry strategy for exploring structure-activity relationships. The secondary NH group reacts readily through nucleophilic aromatic substitution, reductive amination, alkylation and amide formation, so it can be attached to a wide range of molecular scaffolds without difficulty.
In Indonesia, building blocks like this are relevant to university research groups in organic and medicinal chemistry, pharmaceutical research and development laboratories, and institutions working on the design and synthesis of new bioactive compounds. It suits projects that build compound libraries, carry out lead optimisation, or study how ring rigidity affects biological activity. Because it is supplied under the TCI brand, laboratories get a recognised reagent source that supports reproducible synthetic work and documented research outcomes.
Related TCI products
- TCI B5385 114214-49-2 tert-Butyl 6-Oxa-3-azabicyclo[3.1.0]hexane-3-carboxylate
- TCI B4806 188345-71-3 2-(tert-Butoxycarbonyl)-2-azabicyclo[2.2.1]hept-5-ene
- TCI D6516 869494-16-6 tert-Butyl 3,6-Diazabicyclo[3.1.1]heptane-6-carboxylate
- TCI D6478 1251017-66-9 tert-Butyl 3,6-Diazabicyclo[3.1.1]heptane-3-carboxylate
- TCI D6471 198989-07-0 tert-Butyl (+/-)-2,5-Diazabicyclo[2.2.1]heptane-2-carboxylate
- TCI D6459 149771-44-8 tert-Butyl 3,8-Diazabicyclo[3.2.1]octane-8-carboxylate
- Morpholine bioisostere replacement: the bridged bicyclic structure lets chemists swap a standard morpholine for a more rigid analogue and then compare how geometry affects potency and selectivity.
- Structure-activity relationship studies: the restricted conformation helps researchers find out how ring shape and rigidity affect binding to protein targets in a medicinal chemistry series.
- Nucleophilic aromatic substitution: the reactive secondary NH group can displace suitable leaving groups on activated aromatic or heteroaromatic rings to attach the bicyclic amine directly.
- Reductive amination and alkylation: the secondary amine reacts with aldehydes, ketones or alkylating agents, giving a straightforward way to build tertiary amines on diverse molecular frameworks.
- Amide formation and library synthesis: coupling the NH group with carboxylic acids or acyl derivatives lets research teams make focused compound libraries for screening and lead optimisation work.
| Brand | TCI (product code O0665) |
|---|---|
| CAS number | 280-13-7 |
| Molecular formula | — |
| Purity | — |
| Category | Chemistry > Building Blocks > Heterocyclic Building Blocks |
| Pack sizes | as listed in the available options on this product page |
| Physical form | refer to the TCI specification sheet or certificate of analysis supplied with the product |
| Storage | follow the conditions stated on the TCI label and Safety Data Sheet |
Keep this compound in its original, tightly closed container in a cool, dry, well-ventilated place, away from direct sunlight, heat sources and incompatible materials such as strong oxidising agents and strong acids. As a secondary amine, it should be protected from prolonged exposure to air and moisture, so reseal the container promptly after each use. Always check the storage temperature recommended on the TCI label and in the Safety Data Sheet. Handle it in a fume hood and wear suitable personal protective equipment, including chemical-resistant gloves, safety glasses and a lab coat. Avoid inhaling vapours or dust and avoid contact with skin and eyes. Dispose of waste and contaminated materials according to institutional procedures and local regulations.
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