• 1. Acetylcholinesterase amperometric detection system based on a cobalt(II) tetraphenylporphyrin-modified electrode
  Analyst, 1996,121, 1123-1126
• 2. Acenaphthenic hopanoids, a novel series of aromatised
  Teresita Carrillo-Hernández,Philippe Schaeffer,Pierre Albrecht Chem. Commun., 2001, 1976-1977
• 3. An amphoteric reactivity of a mixed-valent bis(μ-oxo)dimanganese(iii,iv) complex acting as an electrophile and a nucleophile?
  Muniyandi Sankaralingam,So Hyun Jeon,Yong-Min Lee,Mi Sook Seo,Wonwoo Nam Dalton Trans., 2016,45, 376-383
• 4. An all-solid-state imprinted polymer-based potentiometric sensor for determination of bisphenol S?
  Rongning Liang,Tanji Yin,Ruiqing Yao,Wei Qin RSC Adv., 2016,6, 73308-73312
• 5. An air-stable organometallic polymer containing titanafluorene moieties obtained by the Sonogashira–Hagihara cross-coupling polycondensation?
  Alvin Tanudjaja,Shinsuke Inagi,Fusao Kitamura,Toshikazu Takata,Ikuyoshi Tomita Dalton Trans., 2021,50, 3037-3043

• Solvents and Organic Chemicals Organic Compounds Organic acids and derivatives Carboxylic acids and derivatives Amino acids, peptides, and analogues Amino acids and derivatives

Introduction to 2-{4-(tert-butoxy)carbonylpiperazin-1-yl}acetic acid hydrochloride (CAS No. 362690-45-7)

2-{4-(tert-butoxy)carbonylpiperazin-1-yl}acetic acid hydrochloride (CAS No. 362690-45-7) is a versatile compound with significant applications in the fields of medicinal chemistry and pharmaceutical research. This compound, often referred to as Boc-piperazine acetic acid hydrochloride, is a derivative of piperazine and features a tert-butoxycarbonyl (Boc) protecting group, which makes it an essential intermediate in the synthesis of various bioactive molecules and drug candidates.

The chemical structure of 2-{4-(tert-butoxy)carbonylpiperazin-1-yl}acetic acid hydrochloride consists of a piperazine ring with a tert-butoxycarbonyl group attached to one nitrogen atom and an acetic acid moiety linked to the other nitrogen atom. The presence of the Boc group provides enhanced stability and reactivity control, making this compound particularly useful in multi-step synthetic processes where protection and deprotection steps are required.

In recent years, 2-{4-(tert-butoxy)carbonylpiperazin-1-yl}acetic acid hydrochloride has gained attention due to its potential in the development of novel therapeutic agents. Research has shown that compounds derived from this intermediate exhibit a wide range of biological activities, including anti-inflammatory, anti-cancer, and neuroprotective properties. For instance, a study published in the Journal of Medicinal Chemistry highlighted the use of this compound as a key building block in the synthesis of potent inhibitors of protein-protein interactions (PPIs), which are crucial for various cellular processes and disease mechanisms.

The synthesis of 2-{4-(tert-butoxy)carbonylpiperazin-1-yl}acetic acid hydrochloride typically involves the reaction of tert-butyl piperazine-1-carboxylate with bromoacetic acid in the presence of a base, followed by treatment with hydrochloric acid to form the hydrochloride salt. This synthetic route is well-documented and can be optimized for large-scale production, making it suitable for both research and industrial applications.

One of the key advantages of 2-{4-(tert-butoxy)carbonylpiperazin-1-yl}acetic acid hydrochloride is its solubility in various solvents, including water, methanol, and dimethyl sulfoxide (DMSO). This property facilitates its use in solution-phase synthesis and allows for easy handling in laboratory settings. Additionally, its stability under standard storage conditions ensures that it can be stored for extended periods without significant degradation.

In the context of drug discovery, 2-{4-(tert-butoxy)carbonylpiperazin-1-yl}acetic acid hydrochloride has been utilized as a starting material for the development of small molecule inhibitors targeting specific enzymes and receptors. For example, researchers at the University of California have reported the synthesis of derivatives from this compound that show high affinity for G protein-coupled receptors (GPCRs), which are important targets for treating neurological disorders such as Parkinson's disease and Alzheimer's disease.

The versatility of 2-{4-(tert-butoxy)carbonylpiperazin-1-yl}acetic acid hydrochloride extends beyond its use as an intermediate in drug synthesis. It has also found applications in the development of prodrugs, which are biologically inactive compounds that are converted into active drugs through metabolic processes within the body. The Boc group can be strategically placed to control the release and activation of the prodrug, enhancing its therapeutic efficacy while minimizing side effects.

Furthermore, recent advancements in combinatorial chemistry have led to the exploration of 2-{4-(tert-butoxy)carbonylpiperazin-1-yl}acetic acid hydrochloride as a core scaffold for high-throughput screening (HTS) campaigns. By systematically modifying this scaffold with various functional groups, researchers can rapidly identify lead compounds with desired biological activities. This approach has been successfully applied in the discovery of novel antiviral agents against emerging pathogens such as SARS-CoV-2.

In conclusion, 2-{4-(tert-butoxy)carbonylpiperazin-1-yl}acetic acid hydrochloride (CAS No. 362690-45-7) is a valuable compound with diverse applications in medicinal chemistry and pharmaceutical research. Its unique chemical properties and potential for bioactivity make it an essential tool for scientists working on drug discovery and development projects. As research continues to uncover new uses for this compound, it is likely to play an increasingly important role in advancing our understanding and treatment of various diseases.

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