Cas no 111138-53-5 ((3S,4S)-Dimethyl pyrrolidine-3,4-dicarboxylate)

(3S,4S)-Dimethyl pyrrolidine-3,4-dicarboxylate structure
111138-53-5 structure
Product Name:(3S,4S)-Dimethyl pyrrolidine-3,4-dicarboxylate
CAS No:111138-53-5
MF:C8H13NO4
MW:187.193122625351
CID:1089746
PubChem ID:13539144
Update Time:2025-11-02

(3S,4S)-Dimethyl pyrrolidine-3,4-dicarboxylate Chemical and Physical Properties

Names and Identifiers

    • (3S,4S)-Dimethyl pyrrolidine-3,4-dicarboxylate
    • Dimethyl (3S,4S)-3,4-pyrrolidinedicarboxylate
    • Pyrrolidine-3,4-dicarboxylic acid monomethyl ester
    • TRANS-PYRROLIDINE-3,4-DICARBOXYLIC ACID DIMETHYL ESTER
    • 1H-pyrazole-3,5-dicarboxylic acid dimethyl ester
    • 3,5-dimethyl 1H-pyrazole-3,5-dicarboxylate
    • AC1LS9LB
    • CTK4I3739
    • dimethyl pyrazole-3,5-dicarboxylate
    • dimethyl pyrrolidine-3,4-dicarboxylate
    • dimethylpyrazoledicarboxylate
    • Pyrazol-3,5-dicarbonsaeure-dimethylester
    • pyrazole-3,5-dicarboxylic acid dimethyl ester
    • SureCN68056
    • DIMETHYL TRANS-PYRROLIDINE-3,4-DICARBOXYLATE
    • Pyrrolidine-3,4-dicarboxylic acid MonoMethyl ester.HCl
    • Dimethyl (3S,4S)-pyrrolidine-3,4-dicarboxylate
    • 111138-53-5
    • Dimethyl trans-(+/-)-pyrrolidine-3,4-dicarboxylate
    • 3,4-DIMETHYL (3S,4S)-PYRROLIDINE-3,4-DICARBOXYLATE
    • F19806
    • SCHEMBL9151117
    • (3S,4S)-Dimethylpyrrolidine-3,4-dicarboxylate
    • Trans (+/-)-pyrrolidine-3,4-dicarboxylic acid dimethyl ester
    • AKOS022173294
    • 102389-88-8
    • Inchi: 1S/C8H13NO4/c1-12-7(10)5-3-9-4-6(5)8(11)13-2/h5-6,9H,3-4H2,1-2H3/t5-,6-/m1/s1
    • InChI Key: DEONENFBMPLKOR-PHDIDXHHSA-N
    • SMILES: O(C)C([C@@H]1CNC[C@H]1C(=O)OC)=O

Computed Properties

  • Exact Mass: 187.08449
  • Monoisotopic Mass: 187.08445790g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 4
  • Complexity: 194
  • 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: -0.7
  • Topological Polar Surface Area: 64.6?2

Experimental Properties

  • PSA: 64.63

(3S,4S)-Dimethyl pyrrolidine-3,4-dicarboxylate Pricemore >>

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Additional information on (3S,4S)-Dimethyl pyrrolidine-3,4-dicarboxylate

Exploring the Versatile Applications of (3S,4S)-Dimethyl pyrrolidine-3,4-dicarboxylate (CAS No. 111138-53-5) in Modern Chemistry

In the realm of organic chemistry, (3S,4S)-Dimethyl pyrrolidine-3,4-dicarboxylate (CAS No. 111138-53-5) has emerged as a pivotal compound with diverse applications. This chiral pyrrolidine derivative is widely recognized for its role as a building block in pharmaceutical synthesis and asymmetric catalysis. Researchers and industry professionals are increasingly focusing on its potential due to its stereochemical purity and functional versatility. The compound's unique dicarboxylate ester structure makes it a valuable intermediate for designing bioactive molecules, aligning with the growing demand for enantioselective synthesis in drug development.

The rise of green chemistry and sustainable practices has further amplified interest in (3S,4S)-Dimethyl pyrrolidine-3,4-dicarboxylate. Its compatibility with eco-friendly solvents and potential for low-waste processes positions it as a candidate for sustainable manufacturing. Recent studies highlight its utility in organocatalysis, where it serves as a ligand or precursor for catalysts that reduce reliance on heavy metals. This aligns with the global push toward metal-free catalysis, a topic frequently searched in academic and industrial forums.

Another trending application of CAS No. 111138-53-5 lies in the field of peptide mimetics. As the pharmaceutical industry explores alternatives to traditional peptide drugs, this compound's rigid pyrrolidine backbone offers a scaffold for conformationally restricted analogs. This addresses common challenges like metabolic stability and oral bioavailability—key concerns in recent drug discovery discussions. Online queries often revolve around "improving peptide drug properties," making this aspect highly relevant.

From a technical perspective, the stereospecific synthesis of (3S,4S)-Dimethyl pyrrolidine-3,4-dicarboxylate has been optimized to achieve high enantiomeric excess (>99%), a feature critical for regulatory approval of chiral drugs. Analytical techniques like HPLC and NMR spectroscopy are routinely employed to verify its purity, reflecting the compound's adherence to stringent quality control standards. These details cater to professionals searching for "chiral compound characterization methods."

Beyond pharmaceuticals, this compound finds niche applications in material science, particularly in designing chiral polymers for optoelectronic devices. Its ability to impart molecular handedness to materials resonates with advancements in circularly polarized luminescence—a hot topic in OLED research. Such interdisciplinary relevance makes CAS No. 111138-53-5 a recurring subject in patent literature and R&D reports.

In conclusion, (3S,4S)-Dimethyl pyrrolidine-3,4-dicarboxylate exemplifies how targeted molecular design can address contemporary challenges across industries. Its synergy with green chemistry principles, drug discovery needs, and advanced materials research ensures its continued prominence in scientific discourse. As innovation accelerates, this compound is poised to remain at the forefront of chiral technology solutions.

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