Cas no 217799-18-3 (methyl (1S,2S)-2-aminocyclohexanecarboxylate)

Methyl (1S,2S)-2-aminocyclohexanecarboxylate is a chiral cyclohexane derivative featuring both an amino and ester functional group in a stereospecific (1S,2S) configuration. This compound serves as a valuable intermediate in asymmetric synthesis, particularly in the preparation of pharmaceuticals and fine chemicals requiring precise stereocontrol. Its rigid cyclohexane backbone enhances conformational stability, while the ester group allows for further functionalization. The stereochemistry is critical for applications in enantioselective catalysis and the synthesis of bioactive molecules. High purity and well-defined stereochemistry make it suitable for research and industrial processes demanding reliable chiral building blocks. Storage under inert conditions is recommended to preserve its integrity.
methyl (1S,2S)-2-aminocyclohexanecarboxylate structure
217799-18-3 structure
Product Name:methyl (1S,2S)-2-aminocyclohexanecarboxylate
CAS No:217799-18-3
MF:C8H15NO2
MW:157.210202455521
MDL:MFCD18632978
CID:243445
PubChem ID:10964775
Update Time:2025-05-25

methyl (1S,2S)-2-aminocyclohexanecarboxylate Chemical and Physical Properties

Names and Identifiers

    • (1S,2S)-Methyl 2-aminocyclohexanecarboxylate
    • Cyclohexanecarboxylic acid, 2-amino-, methyl ester, (1S,2S)- (9CI)
    • (1S,2S)-2-aminocyclohexanecarboxylic acid methyl ester
    • Cyclohexanecarboxylicacid, 2-amino-, methyl ester, (1S,2S)-
    • methyl (1S,2S)-2-aminocyclohexane-1-carboxylate
    • methyl (1S,2S)-2-aminocyclohexanecarboxylate
    • AKOS006372534
    • DTXSID70449987
    • (1S,2S)-Methyl2-aminocyclohexanecarboxylate
    • 161618-50-4
    • AC4604
    • 217799-18-3
    • methyl trans-2-aminocyclohexanecarboxylate
    • AMY14697
    • methyl (1S, 2S)-2-aminocyclohexane-1-carboxylate
    • SUYHWZRODJBJER-BQBZGAKWSA-N
    • SCHEMBL6079072
    • MDL: MFCD18632978
    • Inchi: 1S/C8H15NO2/c1-11-8(10)6-4-2-3-5-7(6)9/h6-7H,2-5,9H2,1H3/t6-,7-/m0/s1
    • InChI Key: SUYHWZRODJBJER-BQBZGAKWSA-N
    • SMILES: O(C)C([C@H]1CCCC[C@@H]1N)=O

Computed Properties

  • Exact Mass: 157.110278721g/mol
  • Monoisotopic Mass: 157.110278721g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 2
  • Complexity: 147
  • 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: 1.1
  • Topological Polar Surface Area: 52.3?2

methyl (1S,2S)-2-aminocyclohexanecarboxylate Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
NAN JING YAO SHI KE JI GU FEN Co., Ltd.
PBU1008-100MG
methyl (1S,2S)-2-aminocyclohexanecarboxylate
217799-18-3 95%
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methyl (1S,2S)-2-aminocyclohexanecarboxylate Suppliers

Amadis Chemical Company Limited
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Audited Supplier Audited Supplier
(CAS:217799-18-3)methyl (1S,2S)-2-aminocyclohexanecarboxylate
Order Number:A1079856
Stock Status:in Stock
Quantity:1g
Purity:99%
Pricing Information Last Updated:Thursday, 29 August 2024 19:08
Price ($):1654.0

Additional information on methyl (1S,2S)-2-aminocyclohexanecarboxylate

Introduction to Methyl (1S,2S)-2-Aminocyclohexanecarboxylate (CAS No. 217799-18-3)

Methyl (1S,2S)-2-aminocyclohexanecarboxylate, with the CAS registry number 217799-18-3, is a versatile compound that has garnered significant attention in various fields of chemistry and pharmacology. This compound is a derivative of cyclohexane carboxylic acid, modified with a methyl ester group and an amino substituent. Its unique stereochemistry, characterized by the (1S,2S) configuration, plays a crucial role in its biological activity and chemical reactivity. Recent studies have highlighted its potential applications in drug development, particularly as a precursor for bioactive molecules.

The synthesis of methyl (1S,2S)-2-aminocyclohexanecarboxylate involves a series of well-defined chemical reactions, including esterification and stereoselective amino group introduction. Researchers have optimized these processes to achieve high yields and purity levels, ensuring its suitability for large-scale production. The compound's stability under various conditions has been thoroughly investigated, making it a reliable component in pharmaceutical formulations and industrial applications.

One of the most promising areas of research involving methyl (1S,2S)-2-aminocyclohexanecarboxylate is its role in peptide synthesis. Its amino group serves as an excellent nucleophile in amide bond formation, enabling the construction of complex peptide structures with high efficiency. Recent advancements in solid-phase peptide synthesis have further enhanced its utility in this domain.

In addition to its role in peptide synthesis, methyl (1S,2S)-2-aminocyclohexanecarboxylate has been explored for its potential in drug delivery systems. Its ability to form stable complexes with various drugs has been leveraged to improve bioavailability and reduce side effects. Studies published in the last year have demonstrated its effectiveness as a carrier for hydrophobic drugs, particularly in cancer therapy.

The stereochemistry of methyl (1S,2S)-2-aminocyclohexanecarboxylate is not only critical for its biological activity but also influences its physical properties. The compound exhibits distinct solubility profiles depending on the solvent used, which is an essential consideration for its application in different chemical processes. Researchers have employed advanced spectroscopic techniques to elucidate its molecular structure and confirm its stereochemical integrity.

Recent breakthroughs in computational chemistry have provided deeper insights into the electronic structure and reactivity of methyl (1S,2S)-2-aminocyclohexanecarboxylate. Quantum mechanical calculations have revealed that the amino group's lone pairs significantly contribute to the compound's nucleophilic character, making it an ideal candidate for various nucleophilic substitution reactions.

In conclusion, methyl (1S,2S)-2-aminocyclohexanecarboxylate (CAS No. 217799-18-3) stands out as a multifaceted compound with diverse applications across chemistry and pharmacology. Its unique stereochemistry and reactive functional groups make it an invaluable tool in modern drug discovery and chemical synthesis. As research continues to uncover new potential uses for this compound, it is poised to play an increasingly important role in advancing scientific and industrial endeavors.

Recommended suppliers
Amadis Chemical Company Limited
(CAS:217799-18-3)methyl (1S,2S)-2-aminocyclohexanecarboxylate
A1079856
Purity:99%
Quantity:1g
Price ($):1654.0
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