Cas no 14590-54-6 ((1S,2S)-Cyclopropane-1,2-dicarboxylic acid)

(1S,2S)-Cyclopropane-1,2-dicarboxylic acid structure
14590-54-6 structure
Product Name:(1S,2S)-Cyclopropane-1,2-dicarboxylic acid
CAS No:14590-54-6
MF:C5H6O4
MW:130.098742008209
MDL:MFCD00034639
CID:1032043
PubChem ID:6928367
Update Time:2025-07-22

(1S,2S)-Cyclopropane-1,2-dicarboxylic acid Chemical and Physical Properties

Names and Identifiers

    • (1S,2S)-Cyclopropane-1,2-dicarboxylic acid
    • 1α,2β-Cyclopropanedicarboxylic acid
    • (1S,2S)-1,2-CYCLOPROPANEDICARBOXYLIC ACID
    • (1S,2S)-1-methylcyclopropane-1,2-dicarboxylic acid
    • (1S)-Cyclopropane-1α,2β-dicarboxylic acid
    • MFCD06227617
    • (1S,2S)-cyclopropane-1,2-dicarboxylicacid
    • P18271
    • 1,2-Cyclopropanedicarboxylic acid, (1S-trans)-
    • (+)-(S)-1,2-trans-Cyclopropanedicarboxylic Acid
    • 1,2-Cyclopropanedicarboxylic acid, (1S,2S)-
    • SCHEMBL8495522
    • 14590-54-6
    • CS-0053574
    • EN300-149790
    • trans-1,2-Cyclopropanedicarboxylic acid
    • DS-017943
    • MFCD00034639
    • AKOS016844193
    • I10810
    • DTXSID30426118
    • (S,S)-(+)-1,2-Cyclopropanedicarboxylic Acid
    • AS-49477
    • (+)-(1S, 2S)-Cyclopropane-1,2-dicarboxylic acid
    • 1,2-Cyclopropanedicarboxylic acid, trans-
    • (S,S)-(+)-1,2-Cyclopropanedicarboxylic Acid; (+)-(S)-1,2-trans-Cyclopropanedicarboxylic Acid; (1S-trans)-1,2-Cyclopropanedicarboxylic Acid
    • AM807085
    • 1,2-Cyclopropanedicarboxylic acid, (E)-
    • C5H6O4
    • 696-75-3
    • MDL: MFCD00034639
    • Inchi: 1S/C5H6O4/c6-4(7)2-1-3(2)5(8)9/h2-3H,1H2,(H,6,7)(H,8,9)/t2-,3-/m0/s1
    • InChI Key: RLWFMZKPPHHHCB-HRFVKAFMSA-N
    • SMILES: OC([C@H]1C[C@@H]1C(=O)O)=O

Computed Properties

  • Exact Mass: 130.02658
  • Monoisotopic Mass: 130.02660867g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 9
  • Rotatable Bond Count: 2
  • Complexity: 144
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 2
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: -0.6
  • Topological Polar Surface Area: 74.6?2

Experimental Properties

  • PSA: 74.6

(1S,2S)-Cyclopropane-1,2-dicarboxylic acid Security Information

(1S,2S)-Cyclopropane-1,2-dicarboxylic acid Pricemore >>

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Additional information on (1S,2S)-Cyclopropane-1,2-dicarboxylic acid

Comprehensive Overview of (1S,2S)-Cyclopropane-1,2-dicarboxylic acid (CAS No. 14590-54-6): Properties, Applications, and Industry Insights

The (1S,2S)-Cyclopropane-1,2-dicarboxylic acid (CAS No. 14590-54-6) is a chiral cyclopropane derivative with significant relevance in pharmaceutical synthesis, agrochemicals, and advanced material science. This compound, characterized by its rigid three-membered ring structure and two carboxyl groups, has garnered attention for its unique stereochemistry and functional versatility. Researchers and industries increasingly seek high-purity (1S,2S)-isomers due to their role as building blocks in asymmetric catalysis and drug intermediates, aligning with the growing demand for enantioselective synthesis.

In recent years, the cyclopropane dicarboxylic acid derivatives market has expanded, driven by trends in green chemistry and sustainable manufacturing. A surge in Google searches for "chiral cyclopropane applications" and "CAS 14590-54-6 suppliers" reflects this interest. The compound’s stability under physiological conditions makes it valuable for designing protease inhibitors and bioactive small molecules, a hotspot in oncology and antiviral research. Notably, its low toxicity profile and biodegradability align with ESG (Environmental, Social, and Governance) goals in chemical production.

From a synthetic perspective, (1S,2S)-Cyclopropane-1,2-dicarboxylic acid serves as a precursor for peptide mimetics and conformationally restricted analogs, addressing challenges in drug bioavailability. Patent analyses reveal its use in next-generation kinase inhibitors, responding to queries like "cyclopropane dicarboxylic acid in drug design". Its crystalline form (melting point ~210°C) and solubility in polar solvents further enhance process scalability, a critical factor for contract manufacturing organizations (CMOs).

Emerging applications include metal-organic frameworks (MOFs), where the compound’s rigid backbone aids in constructing porous materials for CO2 capture—a trending topic in climate tech. Laboratories also utilize it as a chiral resolving agent, capitalizing on its enantiomeric purity (>99% ee) to separate racemic mixtures. This dual functionality positions CAS No. 14590-54-6 as a multipurpose scaffold, bridging gaps between academia and industrial R&D.

Quality control protocols for 14590-54-6 emphasize HPLC and NMR validation, ensuring compliance with ICH Q7 guidelines. Suppliers highlighting GMP-grade (1S,2S)-Cyclopropane-1,2-dicarboxylic acid witness higher engagement, as pharmaceutical companies prioritize regulatory-ready materials. The compound’s storage stability (2-8°C under inert atmosphere) and compatibility with automated synthesis platforms further bolster its adoption in high-throughput screening.

In conclusion, (1S,2S)-Cyclopropane-1,2-dicarboxylic acid exemplifies the convergence of structural innovation and practical utility. Its alignment with AI-driven molecular design trends and circular economy principles ensures sustained relevance. For researchers exploring stereoselective cyclopropanation or green solvent compatibility, this compound offers a robust toolkit to address modern chemical challenges.

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