Cas no 31321-68-3 ((2R)-piperazine-2-carboxylic acid)

(2R)-Piperazine-2-carboxylic acid is a chiral non-proteinogenic amino acid derivative, widely utilized as a key intermediate in pharmaceutical synthesis and asymmetric catalysis. Its stereospecific (R)-configuration makes it valuable for constructing enantiomerically pure compounds, particularly in the development of bioactive molecules and peptidomimetics. The compound’s rigid piperazine backbone enhances structural stability, while the carboxylic acid functionality allows for further derivatization. It is commonly employed in the synthesis of protease inhibitors, receptor antagonists, and other therapeutic agents requiring precise stereochemical control. High purity grades are available to meet stringent research and industrial demands, ensuring reproducibility in complex synthetic pathways. Its compatibility with diverse reaction conditions further underscores its versatility in organic and medicinal chemistry applications.
(2R)-piperazine-2-carboxylic acid structure
31321-68-3 structure
Product Name:(2R)-piperazine-2-carboxylic acid
CAS No:31321-68-3
MF:C5H10N2O2
MW:130.145101070404
MDL:MFCD01318683
CID:53734
PubChem ID:6558437
Update Time:2025-10-12

(2R)-piperazine-2-carboxylic acid Chemical and Physical Properties

Names and Identifiers

    • (R)-Piperazine-2-carboxylic acid
    • (R)-Piperazine-2-carboxylic acid Hydrochloride
    • (R)-(+)-PIPERAZINE-2-CARBOXYLIC ACID
    • (R)-(+)-PIPERAZINE-2-CARBOXYLIC ACID. 2HCL
    • (R)-2-Piperazinecarboxylic Acid
    • R-PCA
    • 2-Piperazinecarboxylicacid, (R)-
    • R-Piperazine-2-carboxylic acid
    • (2R)-piperazine-2-carboxylic acid
    • EN300-132437
    • C19780
    • Q27124253
    • (R)-piperazine-2-carboxylic acid, AldrichCPR
    • Piperazine-2-carboxylic acid;(R)-PIPERAZINE-2-CARBOXYLIC ACID
    • AKOS015854364
    • 2-Piperazinecarboxylic acid, (2R)-
    • A5674
    • AC-2976
    • (R)-2-Piperazinecarboxylate
    • BP-11112
    • (r)-2-carboxypiperazine
    • (R)-piperazine-2-carboxylate
    • SCHEMBL172309
    • MFCD01318683
    • 31321-68-3
    • AM81366
    • CHEBI:55357
    • (R)-Piperazine-2-carboxylicacid
    • JSSXHAMIXJGYCS-SCSAIBSYSA-N
    • CHEMBL1229073
    • DB-005023
    • MDL: MFCD01318683
    • Inchi: 1S/C5H10N2O2/c8-5(9)4-3-6-1-2-7-4/h4,6-7H,1-3H2,(H,8,9)/t4-/m1/s1
    • InChI Key: JSSXHAMIXJGYCS-SCSAIBSYSA-N
    • SMILES: OC([C@H]1CNCCN1)=O

Computed Properties

  • Exact Mass: 130.07400
  • Monoisotopic Mass: 130.074
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 3
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 9
  • Rotatable Bond Count: 1
  • Complexity: 116
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 1
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Surface Charge: 0
  • Tautomer Count: nothing
  • XLogP3: -3.5
  • Topological Polar Surface Area: 61.4A^2

Experimental Properties

  • Color/Form: Not determined
  • Density: 1.174 g/cm3
  • Melting Point: 171 C
  • Boiling Point: 67 C
  • Flash Point: 143.5 °C
  • Refractive Index: 1.476
  • PSA: 61.36000
  • LogP: -0.71000
  • Solubility: Not determined

(2R)-piperazine-2-carboxylic acid Security Information

(2R)-piperazine-2-carboxylic acid Customs Data

  • HS CODE:2933599090
  • Customs Data:

    China Customs Code:

    2933599090

    Overview:

    2933599090. Other compounds with pyrimidine ring in structure(Including other compounds with piperazine ring on the structure. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:20.0%

    Declaration elements:

    Product Name, component content, use to, Please indicate the appearance of Urotropine, 6- caprolactam please indicate the appearance, Signing date

    Summary:

    2933599090. other compounds containing a pyrimidine ring (whether or not hydrogenated) or piperazine ring in the structure. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

(2R)-piperazine-2-carboxylic acid Pricemore >>

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(2R)-piperazine-2-carboxylic acid Production Method

Additional information on (2R)-piperazine-2-carboxylic acid

Recent Advances in the Application of (2R)-Piperazine-2-carboxylic Acid (CAS: 31321-68-3) in Chemical Biology and Pharmaceutical Research

The compound (2R)-piperazine-2-carboxylic acid (CAS: 31321-68-3) has garnered significant attention in recent years due to its versatile applications in chemical biology and pharmaceutical research. As a chiral building block, this compound plays a crucial role in the synthesis of various biologically active molecules, including peptidomimetics, enzyme inhibitors, and drug candidates. Recent studies have highlighted its potential in addressing challenges related to drug delivery, target specificity, and metabolic stability.

One of the most notable advancements involves the use of (2R)-piperazine-2-carboxylic acid in the design of novel protease inhibitors. Researchers have demonstrated that incorporating this chiral scaffold into inhibitor structures enhances binding affinity and selectivity for target enzymes, such as HIV-1 protease and SARS-CoV-2 main protease. These findings, published in leading journals like Journal of Medicinal Chemistry and Bioorganic & Medicinal Chemistry Letters, underscore the compound's utility in antiviral drug development.

In addition to its role in drug design, (2R)-piperazine-2-carboxylic acid has shown promise in the field of peptide-based therapeutics. A 2023 study in Nature Chemical Biology reported its successful incorporation into cyclic peptides, resulting in improved membrane permeability and oral bioavailability. This breakthrough addresses a longstanding challenge in peptide drug development and opens new avenues for the treatment of chronic diseases.

Recent synthetic methodology developments have also expanded the accessibility of (2R)-piperazine-2-carboxylic acid derivatives. A team at MIT published an asymmetric synthesis protocol in Chemical Science (2023) that achieves high enantiomeric purity (>99% ee) with excellent yield, facilitating its broader application in medicinal chemistry. This advancement is particularly significant for scaling up production while maintaining the stereochemical integrity required for biological activity.

The compound's potential in central nervous system (CNS) drug discovery has emerged as another exciting research direction. Several pharmaceutical companies have included (2R)-piperazine-2-carboxylic acid derivatives in their CNS pipeline, with preclinical data showing improved blood-brain barrier penetration compared to traditional scaffolds. These developments were highlighted in recent presentations at the American Chemical Society National Meeting (Spring 2023).

Looking forward, researchers anticipate that (2R)-piperazine-2-carboxylic acid will play an increasingly important role in the development of next-generation therapeutics, particularly in areas requiring precise stereochemical control and multifunctional molecular architectures. Ongoing clinical trials involving derivatives of this compound are expected to yield important data within the next 2-3 years, potentially validating its therapeutic applications in oncology, infectious diseases, and neurological disorders.

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