(1R,3S)-3-{[(tert-butoxy)carbonyl]amino}cyclohexane-1-carboxylic acid
CAS 222530-39-4
CAS · 222530-39-4
Product Overview
(1R,3S)-3-{[(tert-butoxy)carbonyl]amino}cyclohexane-1-carboxylic acid is a high-purity pharmaceutical-intermediates supplied for industrial and specialty chemical applications. Contact our team for specifications, packaging options and lead times.
Product Specifications
| Appearance: | Off-white or white solid |
|---|---|
| Purity: | 97% min |
Applications
(1R,3S)-3-{[(tert-Butoxy)carbonyl]amino}cyclohexane-1-carboxylic acid is a highly valuable chiral intermediate widely applied in pharmaceutical and peptide synthesis. As a Boc-protected cyclohexane amino acid derivative, it plays a critical role in the preparation of peptides, peptidomimetics, and other biologically active compounds. The presence of both carboxylic acid and protected amine functional groups allows it to serve as a versatile building block for the synthesis of complex molecules under mild reaction conditions. It is often used in solid-phase peptide synthesis (SPPS), asymmetric synthesis, and the design of non-natural amino acids with enhanced stability or bioactivity. In medicinal chemistry, this compound contributes to the development of small-molecule drugs and enzyme inhibitors, particularly those requiring conformationally restricted amino acid analogs to improve binding specificity and metabolic resistance. Its structural rigidity and chirality make it a useful component in the synthesis of compounds targeting pharmaceutical applications such as antiviral, anticancer, and neuroactive agents.
Benefits
The benefits of (1R,3S)-3-{[(tert-Butoxy)carbonyl]amino}cyclohexane-1-carboxylic acid are rooted in its chemical stability, stereochemical purity, and synthetic flexibility. The Boc protecting group provides excellent compatibility with a wide range of reaction conditions, facilitating selective deprotection and coupling processes during peptide or drug synthesis. Its chiral and conformationally constrained cyclohexane ring enhances molecular rigidity, improving the pharmacokinetic and pharmacodynamic properties of resulting compounds. This structural feature can reduce enzymatic degradation and increase receptor selectivity, making it ideal for the creation of more stable and potent therapeutic candidates. Furthermore, its high purity and well-defined stereochemistry support reproducible and efficient synthesis workflows, minimizing impurities and improving overall yield in chemical production.
Conclusion
(1R,3S)-3-{[(tert-Butoxy)carbonyl]amino}cyclohexane-1-carboxylic acid is a premium intermediate that offers significant value in advanced organic and pharmaceutical synthesis. Its chiral architecture, chemical robustness, and broad applicability make it indispensable for developing next-generation peptide-based therapeutics and fine chemicals. By enabling precise structural control and reliable performance in complex synthesis, this compound continues to support innovation in medicinal chemistry, leading to the discovery of more effective and stable bioactive molecules.
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