Cas no 1024618-29-8 (methyl (1R,2R)-2-aminocyclohexanecarboxylate;hydrochloride)

Methyl (1R,2R)-2-aminocyclohexanecarboxylate hydrochloride is a chiral cyclohexane derivative featuring a stereospecific amino ester functionality. Its rigid cyclohexane backbone and defined (1R,2R) configuration make it a valuable intermediate in asymmetric synthesis, particularly for pharmaceutical applications requiring high enantiomeric purity. The hydrochloride salt enhances stability and solubility, facilitating handling and storage. This compound is often employed in the preparation of bioactive molecules, including peptidomimetics and catalysts, due to its structural versatility. Its well-characterized stereochemistry ensures reproducibility in synthetic routes, making it a reliable choice for research and development in medicinal chemistry and fine chemical synthesis.
methyl (1R,2R)-2-aminocyclohexanecarboxylate;hydrochloride structure
1024618-29-8 structure
Product Name:methyl (1R,2R)-2-aminocyclohexanecarboxylate;hydrochloride
CAS No:1024618-29-8
MF:C8H16ClNO2
MW:193.671141624451
CID:4672419
PubChem ID:71433315
Update Time:2025-05-20

methyl (1R,2R)-2-aminocyclohexanecarboxylate;hydrochloride Chemical and Physical Properties

Names and Identifiers

    • methyl (1r,2r)-2-aminocyclohexane-1-carboxylate hydrochloride
    • methyl (1R,2R)-rel-2-aminocyclohexane-1-carboxylate hydrochloride
    • Methyl trans-2-aminocyclohexane-1-carboxylate hydrochloride
    • NE61461
    • SB23173
    • (1R,2R)-Methyl 2-amino-cyclohexanecarboxylate HCl
    • methyl (1r,2r)-rel-2-aminocyclohexane-1-carboxylate hcl
    • trans Methyl 2-aminocyclohexane-1-carboxylate hydrochloride
    • rac-methyl (1R,2S)-2-aminocyclohexane-
    • methyl (1R,2R)-2-aminocyclohexanecarboxylate;hydrochloride
    • Inchi: 1S/C8H15NO2.ClH/c1-11-8(10)6-4-2-3-5-7(6)9;/h6-7H,2-5,9H2,1H3;1H/t6-,7-;/m1./s1
    • InChI Key: PYKBWUZZPSEGLC-ZJLYAJKPSA-N
    • SMILES: Cl.O(C)C([C@@H]1CCCC[C@H]1N)=O

Computed Properties

  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 2
  • Complexity: 147
  • Topological Polar Surface Area: 52.3

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Additional information on methyl (1R,2R)-2-aminocyclohexanecarboxylate;hydrochloride

Introduction to Methyl (1R,2R)-2-Aminocyclohexanecarboxylate Hydrochloride

Methyl (1R,2R)-2-aminocyclohexanecarboxylate hydrochloride, with the CAS number 1024618-29-8, is a compound of significant interest in the fields of organic chemistry and pharmacology. This compound is a hydrochloride salt of methyl (1R,2R)-2-aminocyclohexanecarboxylate, which belongs to the class of amino acids derivatives. The molecule consists of a cyclohexane ring with an amino group and a carboxylic acid derivative substituent, making it a chiral compound with specific stereochemistry.

The methyl (1R,2R)-2-aminocyclohexanecarboxylate hydrochloride structure is characterized by its cyclohexane backbone, which provides stability and rigidity to the molecule. The stereochemistry at the 1R and 2R positions plays a crucial role in determining the compound's physical and chemical properties, as well as its biological activity. Recent studies have highlighted the importance of stereochemistry in drug design, emphasizing how minor structural differences can significantly impact pharmacokinetics and efficacy.

One of the most notable applications of this compound is in the field of drug development. Researchers have explored its potential as a building block for synthesizing bioactive molecules, particularly in the context of peptide synthesis and medicinal chemistry. The hydrochloride salt form is often preferred due to its enhanced solubility and stability under physiological conditions.

Recent advancements in synthetic methodologies have made it possible to produce methyl (1R,2R)-2-aminocyclohexanecarboxylate hydrochloride with high enantiomeric purity. Techniques such as asymmetric catalysis and chiral resolution have been employed to optimize the synthesis process, ensuring that the final product meets stringent quality standards required for pharmaceutical applications.

In terms of biological activity, this compound has shown promise in preclinical studies as a potential modulator of various cellular pathways. Its ability to interact with specific receptors and enzymes makes it a valuable tool in understanding complex biological systems. For instance, studies have demonstrated its potential role in modulating neurotransmitter systems, which could pave the way for its use in treating neurological disorders.

The cyclohexane derivative has also found applications in materials science, where its unique physical properties make it suitable for use in polymer synthesis and surface modification. Researchers are exploring its potential as a versatile building block for creating advanced materials with tailored functionalities.

From an environmental perspective, understanding the degradation pathways and ecological impact of methyl (1R,2R)-2-aminocyclohexanecarboxylate hydrochloride is crucial for ensuring sustainable practices in its production and use. Recent studies have focused on identifying biodegradation mechanisms and assessing its toxicity profile to aquatic organisms.

In conclusion, methyl (1R,2R)-2-aminocyclohexanecarboxylate hydrochloride is a multifaceted compound with diverse applications across various scientific disciplines. Its unique structure, stereochemical properties, and biological activity continue to make it a subject of intense research interest. As advancements in synthetic methods and biological understanding progress, this compound holds immense potential for contributing to breakthroughs in medicine and materials science.

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