Oxetanes
For more than 130 years since the first preparation by Reboul, oxetanes have largely remained neglected in medicinal chemistry. The unit of oxetane can trigger profound changes in aqueous solubility, lipophilicity, metabolic stability, and conformational preference when replacing the commonly employed functionalities such as gem-dimethyl or carbonyl groups. Of particular interest are the oxetanes substituted at the 3-position, since they remain none-chiral. At the moment, oxetane-containing building blocks flourish in medicinal chemistry and drug discovery.
Properties
- high chemical stability;
- high aqueous solubility;
- low lipophilicity;
- high metabolic stability;
- hydrogen-bond acceptor ability.
Application
- less lipophilic and more metabolically stable than a gem-dimethyl group;
- replacement for a metabolically and chemically labile carbonyl group;
- metabolically-robust analogue of morpholine.
Our offer:
>200 oxetane-containing building blocks on gram scale in stock.
MedChem Highlights
- Boron-containing heterocyclic scaffolds with active halogens
- Aliphatic Pinacol Boronates for Medicinal Chemistry
- Deuterium-Containing Building Blocks for Drug Design
- Analogues of Piperidine for Drug Design
- SnAP Reagents
- Fluoroalkyl ethers for Drug Design
- N-Nitrosamines
- N-Trifluoromethyl Azoles for Drug Discovery
- Cyclic sulfates and sulfamidates as alkylating reagents
- Saturated Bioisosteres for ortho-substituted Benzenes
- Aliphatic Trifluoroborates (-BF3) for C-C couplings
- Functionalized Vinyl Boronates for C-C couplings
- Unique 3D-shaped Spirocycles
- Water-soluble non-classical benzene mimics
- gem-Difluorinated Amines for Drug Design
- Fluorosulfates and Sulfamoyl Fluorides
- Alkyne-containing Linkers
- Structurally optimized tetrazines for rapid biological labeling
- Building blocks and linkers for PROTAC synthesis
- Heterocyclic Sulfonyl Fluorides
- Silicon-Containing Building Blocks
- Epoxides for Drug Design
- Analogues of CF3-Pyridine for Drug Design
- Piperazine Bioisosteres for Drug Design
- Sugar-like Building Blocks for Drug Design
- Cyclic Sulfonamides for Drug Design
- Morpholine Bioisosteres for Drug Design
- P(O)Me2-containing Building Blocks
- Saturated Bioisosteres of ortho-/meta-substituted Benzenes
- Saturated bioisosteres of para-substituted benzenes
- Sulfonyl fluorides (-SO2F)
- Diazirines
- Oxetane-containing Building Blocks
- SF5-Building Blocks
- Stannanes for coupling reactions
- Sulfoximines for Drug Design
- Heterocyclic scaffolds
- Azide-linkers for Drug Design
- Unnatural Amino Acids
- Cubanes for Medicinal Chemistry
- Benzoxaboroles for Drug Design