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Description
TCI D3676 (S)-(+)-2,2-Dimethylcyclopropanecarboxamide is a chiral building block that combines a gem-dimethyl substituted cyclopropane ring with a carboxamide group, and it carries a defined (S) absolute configuration with a positive optical rotation. The compound plays an important role in asymmetric synthesis because it supplies both a rigid molecular framework and an already-established centre of chirality, which means researchers do not need to carry out their own enantiomeric resolution before starting their synthetic sequence. In practical terms, it is used in the laboratory as an intermediate for the synthesis of active compounds, as a source of the metabolically stable 2,2-dimethylcyclopropane fragment, and as a reference material for developing analytical methods that measure enantiomeric purity.
The properties that make this material a preferred choice are its clearly stated stereochemical identity, which is declared directly in the product name, together with the conformational rigidity of the cyclopropane ring. The three-carbon ring carries strained bond angles, yet precisely because of that strain it provides a locked geometry that is useful for directing how a molecule interacts with a biological target. The two methyl groups attached to the same carbon add steric bulk and increase resistance to metabolic breakdown, a characteristic that is highly valued in drug molecule design. The carboxamide group, in turn, provides a reactive handle that can be carried forward into further transformations while contributing hydrogen-bonding capability to the structure.
In Indonesian laboratories, this material is typically encountered in academic and industrial research settings where asymmetric synthesis and chiral chemistry are part of the routine workload. It is handled by research groups in pharmaceutical chemistry, organic synthesis, and medicinal chemistry programmes, as well as by analytical development teams who need a stereochemically defined substance for method work. Because the material arrives with its configuration already fixed, it shortens the preparation stage of a project and lets the laboratory move directly into the reaction or method development step.
Laboratory Applications
- Asymmetric synthesis of chiral targets — the pre-defined (S) configuration removes the need for an in-house resolution step, letting researchers introduce a reliable chirality centre directly into their synthetic route.
- Synthetic intermediate for active compounds — the carboxamide functionality serves as a reactive handle for further transformation, making the compound a practical starting point in multi-step preparations of biologically active molecules.
- Introduction of the 2,2-dimethylcyclopropane fragment — the gem-dimethyl cyclopropane unit is metabolically stable, so the material is used to install that fragment into structures where resistance to metabolic breakdown matters.
- Reference material for enantiomeric purity methods — because the stereochemical identity is clearly stated, it is suitable as a reference substance when developing and validating analytical methods for chiral purity determination.
- Medicinal chemistry and structure-activity studies — the conformational rigidity of the strained three-carbon ring gives a locked geometry that helps direct molecular interactions with biological targets during drug design work.
Specifications
- Brand: TCI (Tokyo Chemical Industry)
- CAS number: 75885-58-4
- Category: Chemistry > Asymmetric Synthesis > Chiral Building Blocks
- Chemical name: (S)-(+)-2,2-Dimethylcyclopropanecarboxamide; catalogue code D3676
- Pack sizes: available in the research-scale pack sizes offered under the TCI catalogue listing for this item
- Storage: keep in the closed original container under the storage conditions stated on the manufacturer's label and safety data sheet
Handling and Storage
Store the container tightly closed in a cool, dry, well-ventilated area, away from heat, ignition sources, and incompatible materials, and follow the storage temperature indicated on the manufacturer's label and safety data sheet. Keep the substance in its original supplier container, or in a clean, chemically compatible and clearly labelled container if transfer is necessary, and close it immediately after each use to limit exposure to moisture and air. Handle the material in a fume hood using standard laboratory personal protective equipment, including safety glasses, gloves, and a laboratory coat. Avoid generating dust, avoid inhalation and skin or eye contact, and wash hands after handling. Review the safety data sheet before first use and dispose of residues and contaminated materials in accordance with applicable chemical waste procedures.
