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Exploring the Chemical Versatility of Boc-Lys-OH (CAS 13734-28-6)

In the intricate world of organic synthesis and pharmaceutical research, the precise manipulation of functional groups is paramount. N-alpha-(tert-Butoxycarbonyl)-L-lysine, commonly known as Boc-Lys-OH and bearing the CAS number 13734-28-6, is a prime example of a carefully designed molecule that facilitates complex chemical transformations. This article aims to shed light on its chemical versatility and the critical role it plays for researchers worldwide, particularly when sourced from established manufacturers.

The fundamental structure of Boc-Lys-OH combines the amino acid lysine with a tert-butoxycarbonyl (Boc) protecting group on its alpha-amino nitrogen. This protection strategy is a hallmark of efficient organic synthesis, as it temporarily deactivates the highly reactive alpha-amino group, allowing chemists to selectively modify other parts of the molecule or to carry out subsequent reactions without interference. Lysine itself possesses an additional primary amine group on its side chain (the epsilon-amino group), which can also be selectively protected or left unprotected depending on the synthetic strategy. This dual amino functionality makes Boc-Lys-OH a particularly valuable building block.

The chemical properties of N-alpha-(tert-Butoxycarbonyl)-L-lysine are well-defined. It typically presents as a white powder, indicating a solid state at room temperature. Its molecular formula, C11H22N2O4, and a molecular weight of 246.30 g/mol, are essential parameters for stoichiometric calculations in synthesis. Its solubility in various solvents, though not always extensively detailed in product summaries, is usually good in polar organic solvents and water, which is advantageous for reaction setup and work-up procedures. For instance, researchers seeking to buy Boc-L-lysine often look for material with a minimum purity specification, usually above 95%, to ensure the integrity of their reactions.

Beyond its ubiquitous use in peptide synthesis, Boc-Lys-OH serves as a versatile intermediate in the synthesis of a wide array of organic compounds. Its chiral center, inherent from the L-lysine enantiomer, makes it valuable for the asymmetric synthesis of pharmaceuticals, agrochemicals, and specialty materials where stereochemistry is critical. The Boc group itself is easily removable under acidic conditions, regenerating the free alpha-amino group to participate in further reactions, such as amide bond formation or reductive amination.

The availability of Boc-Lys-OH from manufacturers in China ensures that researchers have access to this vital chemical at competitive prices. When procuring this material, it is advisable to obtain a Certificate of Analysis (COA) that details the purity, identification, and any relevant physical or chemical properties. This diligence guarantees that the material meets the stringent requirements of modern chemical research.

In conclusion, N-alpha-(tert-Butoxycarbonyl)-L-lysine is a molecule of significant chemical utility. Its protected amino group and the inherent lysine structure make it a flexible building block for a broad spectrum of synthetic endeavors, from intricate peptide chains to chiral organic molecules. For scientists and chemists, understanding and utilizing Boc-Lys-OH effectively is key to advancing their research and development efforts.

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