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• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Diazinanes Piperazines Piperazine carboxylic acids and derivatives

Comprehensive Guide to tert-butyl (2S)-2-butylpiperazine-1-carboxylate (CAS No. 169447-76-1): Properties, Applications, and Market Insights

tert-butyl (2S)-2-butylpiperazine-1-carboxylate (CAS No. 169447-76-1) is a specialized chiral piperazine derivative widely used in pharmaceutical and agrochemical research. This compound, often referred to as a key intermediate in organic synthesis, has gained significant attention due to its unique stereochemistry and functional versatility. Researchers and manufacturers value this compound for its role in producing enantiomerically pure compounds, which are crucial in drug development and fine chemical synthesis.

The molecular structure of tert-butyl (2S)-2-butylpiperazine-1-carboxylate features a piperazine ring with a tert-butoxycarbonyl (Boc) protecting group and a butyl side chain at the 2-position. This configuration makes it particularly useful in peptide synthesis and asymmetric catalysis. The Boc group serves as a temporary protective moiety for amines, allowing selective reactions at other sites of the molecule, while the chiral center enables the production of optically active compounds.

In pharmaceutical applications, CAS 169447-76-1 serves as a building block for various active pharmaceutical ingredients (APIs). Its importance has grown with the increasing demand for chiral drugs, as regulatory agencies emphasize the need for enantiomerically pure medications to ensure safety and efficacy. The compound's stability under various reaction conditions makes it ideal for multi-step syntheses in drug discovery pipelines.

The agrochemical industry also utilizes tert-butyl (2S)-2-butylpiperazine-1-carboxylate in developing novel pesticides and herbicides. The compound's structural features contribute to the biological activity of final products, particularly in creating selective crop protection agents with reduced environmental impact. Recent studies have explored its potential in developing sustainable agrochemicals that align with green chemistry principles.

From a synthetic chemistry perspective, this compound demonstrates excellent reactivity in various transformations. It participates efficiently in N-alkylation reactions, acylations, and ring-opening reactions, making it valuable for creating diverse molecular architectures. The Boc-protected piperazine moiety can be selectively deprotected under mild acidic conditions, offering synthetic flexibility in complex molecule assembly.

The global market for tert-butyl (2S)-2-butylpiperazine-1-carboxylate has shown steady growth, driven by expanding pharmaceutical R&D and increasing demand for chiral intermediates. Market analysts project continued expansion, particularly in Asia-Pacific regions where pharmaceutical manufacturing is rapidly developing. Quality standards for this compound have become more stringent, with manufacturers focusing on high-purity grades (>98%) to meet regulatory requirements in end-use applications.

Storage and handling of CAS 169447-76-1 require standard laboratory precautions for organic compounds. It should be kept in cool, dry conditions away from strong oxidizers. While not classified as hazardous under standard regulations, proper personal protective equipment (PPE) including gloves and safety glasses is recommended when handling the material in bulk quantities.

Recent advancements in continuous flow chemistry have opened new possibilities for the efficient production of tert-butyl (2S)-2-butylpiperazine-1-carboxylate. This technology offers advantages in process intensification, yield improvement, and waste reduction, aligning with the pharmaceutical industry's push toward more sustainable manufacturing practices. Several research groups have published optimized synthetic routes that enhance the compound's accessibility for industrial applications.

Analytical characterization of this compound typically involves HPLC, NMR spectroscopy, and mass spectrometry to confirm identity and purity. The development of robust analytical methods has been crucial for quality control, especially in pharmaceutical applications where impurity profiles significantly impact final product quality. Recent publications have described novel chiral separation techniques for precisely determining enantiomeric excess in batches.

Looking ahead, research interest in tert-butyl (2S)-2-butylpiperazine-1-carboxylate continues to grow, particularly in the context of drug discovery and medicinal chemistry. Its structural features make it valuable for creating libraries of compounds in high-throughput screening programs. The compound's versatility ensures its ongoing relevance in both academic and industrial settings as chemists seek to develop new molecules with improved biological activities and physicochemical properties.

• 928025-59-6((R)-1-BOC-3-BUTYL-PIPERAZINE)
• 1027511-69-8(tert-Butyl 2-butylpiperazine-1-carboxylate)
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• 888972-67-6(tert-butyl (2S)-2-propylpiperazine-1-carboxylate)
• 928025-60-9((S)-tert-Butyl 3-butylpiperazine-1-carboxylate)
• 928025-58-5(tert-butyl (3S)-3-propylpiperazine-1-carboxylate)
• 1212133-43-1((R)-1-Boc-2-Butyl-piperazine)
• 502649-27-6(tert-butyl 3-propylpiperazine-1-carboxylate)
• 928025-57-4(tert-butyl (3R)-3-propylpiperazine-1-carboxylate)
• 1027511-70-1(tert-Butyl 3-butylpiperazine-1-carboxylate)