(S)-2-((tert-Butoxycarbonyl)amino)-2-(trans-4-methylcyclohexyl)acetic acid

(S)-2-((tert-Butoxycarbonyl)amino)-2-(trans-4-methylcyclohexyl)acetic acid is a high-value chiral pharmaceutical intermediate and building block widely employed in medicinal chemistry and drug discovery programs. The compound belongs to the class of Boc-protectedα-amino acids, featuring a tert-butoxycarbonyl (Boc) protecting group that provides orthogonal amine protection—a critical feature enabling selective deprotection in solid-phase peptide synthesis (SPPS) and solution-phase peptide coupling reactions. The trans-4-methylcyclohexyl moiety introduces pronounced steric bulk and conformational constraint, making (S)-2-((tert-Butoxycarbonyl)amino)-2-(trans-4-methylcyclohexyl)acetic acid an ideal precursor for the synthesis of sterically hindered peptides, peptidomimetics, and biologically active compounds that require rigid, pre-organized three-dimensional architectures. (S)-2-((tert-Butoxycarbonyl)amino)-2-(trans-4-methylcyclohexyl)acetic acid serves as a critical chiral synthon in the development of novel therapeutics targeting various disease pathways, with its defined (S)-stereochemistry ensuring the stereochemical fidelity essential for target engagement. The Boc protection strategy embodied by (S)-2-((tert-Butoxycarbonyl)amino)-2-(trans-4-methylcyclohexyl)acetic acid enables efficient incorporation into complex molecular frameworks while maintaining the integrity of the chiral center throughout multi-step synthetic sequences.

Product Parameters

Why Cosperpharm?

When your peptide synthesis campaign or drug discovery program requires reliable Boc-protected chiral amino acid building blocks, Cosperpharm delivers (S)-2-((tert-Butoxycarbonyl)amino)-2-(trans-4-methylcyclohexyl)acetic acid with the analytical rigor and supply chain reliability that pharmaceutical researchers demand.

Stereochemical integrity is non-negotiable. The defined (S)-configuration at theα-carbon is the foundation of this compound's utility as a chiral building block. Any epimerization or racemization in the starting material will compromise the stereochemical fidelity of your final API or peptide. Cosperpharm's analytical release protocol includes chiral HPLC verification to confirm enantiomeric purity, alongside standard HPLC purity assessment (≥95%–98%), ensuring that the stereochemical integrity you require is delivered with every batch.

Documentation that supports your research and development. Every shipment includes a Certificate of Analysis (COA) with batch-specific purity data, chromatographic traceability, and physical characterization. For customers integrating this building block into regulated pharmaceutical processes, custom quality documentation and stability summaries are available upon request.

Flexible supply across all development stages. Cosperpharm supplies (S)-2-((tert-Butoxycarbonyl)amino)-2-(trans-4-methylcyclohexyl)acetic acid from milligram-scale reference quantities for medicinal chemistry screening and method development, to gram-scale batches for process optimization, to multi-kilogram quantities for commercial manufacturing. R&D samples ship promptly; bulk orders are coordinated to meet your production timeline.

Technical support for complex synthetic sequences. Our process chemistry team can advise on Boc deprotection conditions, peptide coupling strategies, and compatibility with various SPPS resins—drawing on extensive experience with sterically hindered amino acid building blocks across multiple therapeutic areas.

Global reach with transparent communication. Cosperpharm ships to pharmaceutical companies, CROs, and research institutions worldwide with full customs documentation. Volume discounts apply at larger scales, and we communicate lead times upfront—no hidden fees, no unexpected delays.

Product Advantages

Defined (S)-Stereocenter for Chiral Synthesis

(S)-2-((tert-Butoxycarbonyl)amino)-2-(trans-4-methylcyclohexyl)acetic acid features a well-defined (S)-configuration at theα-carbon, providing the stereochemical foundation essential for the synthesis of enantiopure pharmaceuticals and bioactive peptides. The chiral integrity of this building block is critical for ensuring proper target engagement and pharmacological activity in the final molecule.

Orthogonal Boc Protection Strategy

The tert-butoxycarbonyl (Boc) group provides robust, orthogonal protection of the amine functionality that is selectively removable under mild acidic conditions (e.g., TFA). This enables (S)-2-((tert-Butoxycarbonyl)amino)-2-(trans-4-methylcyclohexyl)acetic acid to serve as a versatile building block in solid-phase peptide synthesis (SPPS) and multi-step solution-phase synthesis, where selective deprotection is essential.

Sterically Hindered, Conformationally Rigid Scaffold

The trans-4-methylcyclohexyl substituent introduces significant steric bulk at theα-carbon, imposing conformational constraints that are highly valued in peptidomimetic design. This rigidity can enhance target binding affinity by reducing entropic penalties upon receptor interaction—a property exploited in the development of constrained peptide therapeutics and small molecule drugs.

High-Purity Building Block for Diverse Applications

Cosperpharm supplies (S)-2-((tert-Butoxycarbonyl)amino)-2-(trans-4-methylcyclohexyl)acetic acid at purity levels of≥95% to≥98% (HPLC), suitable for medicinal chemistry research, process development, and commercial manufacturing. The compound's well-characterized physical properties—including predicted boiling point (413.1°C), density (1.078 g/cm³), and pKa (3.94)—support reliable method development and scale-up.

Versatile Building Block for Drug Discovery

The unique combination of a Boc-protected amine, a defined (S)-stereocenter, and a sterically hindered trans-4-methylcyclohexyl group makes this compound an invaluable synthon for the synthesis of complex natural product analogs, constrained peptides, and novel therapeutic candidates targeting a wide range of disease pathways.

Storage Conditions

Store (S)-2-((tert-Butoxycarbonyl)amino)-2-(trans-4-methylcyclohexyl)acetic acid in a tightly sealed container under recommended storage conditions. For long-term storage, maintain at -20°C in a dry, light-protected environment. The compound may also be stored at room temperature under appropriate conditions. Keep the container tightly sealed, protected from moisture and light, and stored in a clean, well-ventilated area away from strong oxidizing agents and strong acids. Allow the sealed container to reach ambient temperature before opening to minimize moisture condensation.

Shelf life: 2 years when stored under recommended conditions.

Handling precautions: Use standard laboratory practices for handling fine chemicals. Wear appropriate personal protective equipment (lab coat, safety goggles, chemical-resistant gloves). Avoid generating dust. After handling, wash hands thoroughly. Refer to the Safety Data Sheet (SDS) for complete safety information.

Product Quality Assurance

Cosperpharm has established a comprehensive quality assurance system for (S)-2-((tert-Butoxycarbonyl)amino)-2-(trans-4-methylcyclohexyl)acetic acid that meets the rigorous expectations of pharmaceutical intermediate manufacturing and medicinal chemistry research:

Thorough analytical characterization. Each batch undergoes multi-technique analytical release testing: HPLC purity verification (≥95% to≥98%), appearance verification (white to off-white solid), and where applicable,¹H NMR and MS confirmation of molecular identity. Chiral HPLC analysis is available to confirm enantiomeric purity upon request.

Full batch traceability with retention samples. From raw material procurement through synthesis, purification, drying, and final packaging, every step is fully documented and traceable. Each batch receives a unique lot number with sufficient retention samples maintained in accordance with Cosperpharm quality procedures.

Stability monitoring program. Cosperpharm conducts ongoing stability studies under recommended storage conditions (-20°C, dry, light-protected). Stability summaries are available to support customer regulatory submissions. Shelf life: 2 years under recommended storage.

Documentation ready for regulatory submission. Every shipment includes a Certificate of Analysis (COA) with batch-specific purity and characterization data, a Material Safety Data Sheet (SDS), and customs documentation for international delivery. For customers preparing regulatory filings, Cosperpharm provides custom quality documentation and stability data upon request.

Customer-initiated quality audits. Qualified customers are welcome to audit Cosperpharm's manufacturing, quality control, and documentation facilities. Please contact our regulatory team to schedule an audit.

Contact Us

Need (S)-2-((tert-Butoxycarbonyl)amino)-2-(trans-4-methylcyclohexyl)acetic acid for your peptide synthesis campaign, medicinal chemistry program, or process development project? Cosperpharm makes procurement straightforward—reach out today to discuss your requirements, request a quote, or schedule a technical consultation.