Cas no 69684-88-4 ((1R,2R)-2-phenylcyclopropan-1-amine)

(1R,2R)-2-phenylcyclopropan-1-amine is a chiral cyclopropylamine derivative characterized by its rigid cyclopropane ring and phenyl substituent. This compound is of significant interest in asymmetric synthesis and pharmaceutical applications due to its stereochemical stability and potential as a building block for bioactive molecules. The trans-configuration of the amine and phenyl groups enhances its utility in designing stereoselective catalysts and ligands. Its constrained ring structure imparts unique conformational properties, making it valuable for studying structure-activity relationships in medicinal chemistry. The compound is typically synthesized via enantioselective methods to ensure high optical purity, meeting the stringent requirements of fine chemical and drug development research.
(1R,2R)-2-phenylcyclopropan-1-amine structure
69684-88-4 structure
Product Name:(1R,2R)-2-phenylcyclopropan-1-amine
CAS No:69684-88-4
MF:C9H11N
MW:133.190342187881
CID:974019
PubChem ID:6971118
Update Time:2025-11-02

(1R,2R)-2-phenylcyclopropan-1-amine Chemical and Physical Properties

Names and Identifiers

    • CIS-1-AMINO-2-PHENYLCYCLOPROPANE
    • (1R,2R)-2-phenylcyclopropan-1-amine
    • cis-2-phenylcyclopropylamine
    • (-) cis-2-phenylcyclopropylamine
    • 1-Amino-2-phenylcyclopropane (cis)
    • AKOS006340053
    • EN300-6732480
    • AELCINSCMGFISI-RKDXNWHRSA-N
    • SCHEMBL1720497
    • BDBM50261814
    • HXA9ID52RQ
    • NS00068703
    • DL-cis-2-Phenylcyclopropylamine
    • rac cis-2-Phenylcyclopropylamine
    • cis-tranylcypromine
    • AMY35782
    • cis-2-Phenylcyclopropanamine
    • 13531-35-6
    • Cyclopropanamine, 2-phenyl-, (1R,2R)-rel-
    • (+/-)-cis-2-Phenylcyclopropylamine
    • DTXSID80159308
    • rac-(1R,2R)-2-phenylcyclopropan-1-amine
    • P19381
    • 69684-88-4
    • Tranylcypromine, cis-
    • cis-Cypromine
    • Q27280143
    • CS-0055983
    • (1R,2R)-2-Phenylcyclopropanamine
    • UNII-HXA9ID52RQ
    • CHEMBL467794
    • EN300-7255581
    • Inchi: 1S/C9H11N/c10-9-6-8(9)7-4-2-1-3-5-7/h1-5,8-9H,6,10H2/t8-,9-/m1/s1
    • InChI Key: AELCINSCMGFISI-RKDXNWHRSA-N
    • SMILES: N[C@@H]1C[C@@H]1C1C=CC=CC=1

Computed Properties

  • Exact Mass: 133.089149355g/mol
  • Monoisotopic Mass: 133.089149355g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 10
  • Rotatable Bond Count: 1
  • Complexity: 116
  • 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: 1.5
  • Topological Polar Surface Area: 26?2

(1R,2R)-2-phenylcyclopropan-1-amine Pricemore >>

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(1R,2R)-2-phenylcyclopropan-1-amine Related Literature

Additional information on (1R,2R)-2-phenylcyclopropan-1-amine

Exploring the Unique Properties and Applications of (1R,2R)-2-phenylcyclopropan-1-amine (CAS No. 69684-88-4)

The compound (1R,2R)-2-phenylcyclopropan-1-amine (CAS No. 69684-88-4) is a chiral cyclopropane derivative that has garnered significant attention in pharmaceutical and chemical research. Its unique structural features, including the cyclopropane ring and the phenyl group, make it a valuable building block in organic synthesis. Researchers and industry professionals often search for "chiral amine synthesis" or "cyclopropane derivatives applications," highlighting the growing interest in this compound's potential.

One of the most notable characteristics of (1R,2R)-2-phenylcyclopropan-1-amine is its stereochemistry. The (1R,2R) configuration plays a critical role in its biological activity and interactions with other molecules. This specificity is particularly relevant in the development of enantioselective catalysts and pharmaceutical intermediates. Recent trends in "asymmetric synthesis" and "chiral auxiliaries" underscore the importance of such compounds in modern chemistry.

In pharmaceutical applications, (1R,2R)-2-phenylcyclopropan-1-amine serves as a key intermediate in the synthesis of various bioactive molecules. Its rigid cyclopropane scaffold can enhance the stability and potency of drug candidates, making it a popular choice for "drug design" and "medicinal chemistry" projects. The compound's ability to act as a ligand in metal-catalyzed reactions further expands its utility in industrial processes.

The demand for (1R,2R)-2-phenylcyclopropan-1-amine has increased due to its role in the production of high-value chemicals. Companies specializing in "fine chemicals" and "custom synthesis" often seek this compound for its versatility. Additionally, its applications in "agrochemicals" and "flavor and fragrance" industries demonstrate its broad commercial relevance. The growing focus on "green chemistry" has also spurred interest in sustainable methods for producing this amine.

From a synthetic perspective, (1R,2R)-2-phenylcyclopropan-1-amine can be prepared through various routes, including cyclopropanation reactions and reductive amination. Researchers frequently explore "stereoselective synthesis" techniques to achieve high enantiomeric purity, which is crucial for its applications. The compound's stability under different conditions makes it suitable for "scale-up processes" and "industrial manufacturing."

In conclusion, (1R,2R)-2-phenylcyclopropan-1-amine (CAS No. 69684-88-4) is a multifaceted compound with significant implications in pharmaceuticals, agrochemicals, and specialty chemicals. Its chiral nature, structural rigidity, and synthetic versatility align with current trends in "precision chemistry" and "sustainable synthesis." As research continues to uncover new applications, this compound is poised to remain a valuable asset in the chemical industry.

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