CAS 643068-20-6 | 6-Oxabicyclo[3.2.1]octan-7-one, 4-bromo-, (1R,4S,5R)-

Medicinal Chemistry & Target Synthesis

• Serves as a stereochemically rigid scaffold for constructing highly constrained drug candidates and enzyme inhibitors.
• Provides a bromo-functionalized anchor for nucleophilic substitutions, cross-couplings, and transition-metal-catalyzed chemistry.
• Allows selective lactone ring-opening pathways to access functionalized cyclohexane derivatives and polycyclic architectures.

Asymmetric Synthesis & Natural Products

• Maintains strict (1R,4S,5R) stereocenter configuration throughout multi-step organic reaction pathways.
• Acts as a chiral precursor for total synthesis of complex terpenes, alkaloids, and biologically active natural products.
• Enables elimination and substitution strategies to introduce double bonds or heteroatom substituents with precise stereocontrol.

Chemical Biology & Scaffold Design

• Utilized in target-guided synthesis and fragment-based drug discovery (FBDD) projects.
• Functions as a rigid core unit for constructing 3D library compounds to explore unique 3D chemical space.
• Enables derivation into custom affinity probes, fluorescent assays, and chemical biology research tools.

Handling & Storage Context

Designed for academic research, CRO synthetic platforms, and specialized fine chemical synthesis. Keep in tightly sealed containers under dry, refrigerated, or cold conditions (2–8°C) to prevent moisture degradation and maintain long-term chemical purity.