Cas no 187610-56-6 (N-Boc-2-(1-aminocyclohexyl) acetic Acid)

N-Boc-2-(1-aminocyclohexyl) acetic acid is a protected amino acid derivative featuring a cyclohexyl backbone and a Boc (tert-butoxycarbonyl) protecting group on the amine functionality. This compound is widely utilized in peptide synthesis and medicinal chemistry as a versatile intermediate, offering stability and controlled reactivity under standard coupling conditions. The Boc group ensures selective deprotection under mild acidic conditions, enabling orthogonal protection strategies in multi-step syntheses. Its cyclohexyl moiety contributes to conformational rigidity, making it valuable for designing peptidomimetics and bioactive molecules. The carboxylic acid group facilitates further functionalization via amidation or esterification. This reagent is particularly useful in the synthesis of constrained analogs and chiral building blocks.
N-Boc-2-(1-aminocyclohexyl) acetic Acid structure
187610-56-6 structure
Product Name:N-Boc-2-(1-aminocyclohexyl) acetic Acid
CAS No:187610-56-6
MF:C13H23NO4
MW:257.3260242939
MDL:MFCD02258133
CID:137247
PubChem ID:17040088
Update Time:2025-08-05

N-Boc-2-(1-aminocyclohexyl) acetic Acid Chemical and Physical Properties

Names and Identifiers

    • 2-(1-((tert-Butoxycarbonyl)amino)cyclohexyl)acetic acid
    • (Boc-NH-cyclohexyl)acetic acid
    • 2-[1-[(2-methylpropan-2-yl)oxycarbonylamino]cyclohexyl]acetic acid
    • Boc-1-aMino-cyclohexane acetic acid
    • Cyclohexaneacetic acid,1-[[(1,1-dimethylethoxy)carbonyl]amino]-
    • (1-TERT-BUTOXYCARBONYLAMINO-CYCLOHEXYL)-ACETIC ACID
    • 2-(1-((tert-butoxycarbonyl)methyl)cyclohexyl)acetic acid
    • ACMC-1BWAY
    • AGN-PC-01A9RP
    • ANW-23346
    • CTK7G4210
    • N-(tert-butoxycarbonyl)-(S)-aminocyclohexylacetic acid
    • SureCN1162996
    • RARECHEM GT HD C018
    • (1-Boc-aMinocyclohexyl)acetic acid
    • N-Boc-2-(1-aminocyclohexyl)acetic acid
    • Boc-1-amino-cyclohexane acetic acBoc-1-amino-cyclohexane acetic acidid
    • MFCD02258133
    • AKOS013602944
    • CS-0213399
    • 2-(1-(tert-butoxycarbonylamino)cyclohexyl)acetic acid
    • DTXSID10589215
    • SCHEMBL1162996
    • AB85877
    • (1-(tert-Butoxycarbonylamino)cyclohexyl)-acetic acid
    • EN300-83347
    • (1-TERT-BUTOXYCARBONYLAMINO-CYCLOHEXYL)-ACETICACID
    • 2-(1-{[(tert-butoxy)carbonyl]amino}cyclohexyl)acetic acid
    • {1-[(tert-butoxycarbonyl)amino]cyclohexyl}acetic acid
    • N-Boc-2-(1-aminocyclohexyl) acetic acid
    • A50500
    • N-Boc-2-(1-aminocyclohexyl)acetic acid, >=97%
    • TS-7096
    • 187610-56-6
    • 2-(1-((tert-Butoxycarbonyl)amino)cyclohexyl)aceticacid
    • FT-0712608
    • DA-08870
    • N-Boc-2-(1-aminocyclohexyl) acetic Acid
    • MDL: MFCD02258133
    • Inchi: 1S/C13H23NO4/c1-12(2,3)18-11(17)14-13(9-10(15)16)7-5-4-6-8-13/h4-9H2,1-3H3,(H,14,17)(H,15,16)
    • InChI Key: GDTCTMDFEONLJC-UHFFFAOYSA-N
    • SMILES: O(C(C)(C)C)C(NC1(CC(=O)O)CCCCC1)=O

Computed Properties

  • Exact Mass: 257.16300
  • Monoisotopic Mass: 257.16270821g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 18
  • Rotatable Bond Count: 6
  • Complexity: 313
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 2.6
  • Topological Polar Surface Area: 75.6?2

Experimental Properties

  • PSA: 75.63000
  • LogP: 3.07960

N-Boc-2-(1-aminocyclohexyl) acetic Acid Customs Data

  • HS CODE:2924299090
  • Customs Data:

    China Customs Code:

    2924299090

    Overview:

    2924299090. Other cyclic amides(Including cyclic carbamates)(Including their derivatives as well as their salts). VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:30.0%

    Declaration elements:

    Product Name, component content, use to, packing

    Summary:

    2924299090. other cyclic amides (including cyclic carbamates) and their derivatives; salts thereof. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0%

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Additional information on N-Boc-2-(1-aminocyclohexyl) acetic Acid

Introduction to N-Boc-2-(1-aminocyclohexyl) acetic Acid (CAS No. 187610-56-6)

N-Boc-2-(1-aminocyclohexyl) acetic Acid, chemically designated as N-Boc-2-(1-aminocyclohexyl) acetic Acid, is a significant compound in the field of pharmaceutical research and development. This compound, identified by its CAS number CAS No. 187610-56-6, has garnered considerable attention due to its versatile applications in medicinal chemistry and drug synthesis. The presence of both a Boc (tert-butoxycarbonyl) protecting group and an aminocyclohexyl side chain imparts unique chemical properties that make it a valuable intermediate in the synthesis of more complex molecules.

The Boc group in N-Boc-2-(1-aminocyclohexyl) acetic Acid serves as an effective protecting group for amine functionalities, allowing for selective reactions at other sites within the molecule without affecting the protected amine. This property is particularly useful in multi-step syntheses where orthogonal reaction conditions are required. The aminocyclohexyl moiety, on the other hand, contributes to the compound's solubility and stability, making it suitable for various chemical transformations. These characteristics have positioned N-Boc-2-(1-aminocyclohexyl) acetic Acid as a cornerstone in the development of novel therapeutic agents.

In recent years, there has been a surge in research focused on the development of new treatments for neurological disorders. The cyclohexyl ring in N-Boc-2-(1-aminocyclohexyl) acetic Acid has been identified as a key structural feature that can enhance binding affinity to certain biological targets. This has led to its exploration as a component in the synthesis of potential neuroactive compounds. For instance, studies have demonstrated its utility in creating derivatives that interact with serotonin and dopamine receptors, which are crucial for regulating mood and cognitive functions. The Boc protection ensures that these derivatizations can be performed under mild conditions without unwanted side reactions.

Furthermore, the pharmaceutical industry has shown interest in using N-Boc-2-(1-aminocyclohexyl) acetic Acid as a building block for peptidomimetics. Peptidomimetics are designed to mimic the bioactivity of natural peptides but with improved pharmacokinetic properties. The aminocyclohexyl group provides a rigid scaffold that can mimic peptide bonds, while the Boc group allows for controlled modifications. This has opened up new avenues for designing drugs that can target protein-protein interactions, which are often difficult to address with traditional small-molecule drugs. Recent publications highlight its role in developing inhibitors for kinases and other enzymes involved in cancer pathways.

The synthesis of N-Boc-2-(1-aminocyclohexyl) acetic Acid involves multi-step organic reactions, typically starting from commercially available precursors such as cyclohexanone and ammonia derivatives. The introduction of the Boc group is typically achieved through reaction with diethyl dicarbonate (DEC) in the presence of a base catalyst. This step is critical and must be performed under an inert atmosphere to prevent decomposition. The subsequent formation of the aminocyclohexyl side chain often involves nucleophilic substitution reactions or reductive amination processes. Each step must be carefully optimized to ensure high yield and purity, which are essential for pharmaceutical applications.

Quality control and analytical characterization of N-Boc-2-(1-aminocyclohexyl) acetic Acid are paramount to guarantee its suitability for further synthetic applications. Techniques such as high-performance liquid chromatography (HPLC), nuclear magnetic resonance (NMR) spectroscopy, and mass spectrometry (MS) are routinely employed to confirm its identity and purity. Additionally, X-ray crystallography may be used to determine its molecular structure when solid forms are available. These analytical methods provide confidence that the compound meets the stringent requirements of pharmaceutical research.

The growing interest in N-Boc-2-(1-aminocyclohexyl) acetic Acid is also reflected in the increasing number of patents filed for its use in drug development. Companies and academic institutions are actively exploring its potential in various therapeutic areas, including oncology, neurology, and inflammation-related diseases. The compound's unique structural features make it adaptable to different drug design strategies, making it a valuable asset in medicinal chemistry libraries. As research continues to uncover new biological targets and mechanisms, the demand for high-quality intermediates like N-Boc-2-(1-aminocyclohexyl) acetic Acid is expected to rise.

In conclusion, N-Boc-2-(1-aminocyclohexyl) acetic Acid (CAS No. 187610-56-6) is a multifaceted compound with significant implications in pharmaceutical research. Its combination of a Boc protecting group and an aminocyclohexyl side chain makes it an indispensable tool for synthesizing complex molecules, particularly those targeting neurological and oncological disorders. The ongoing advancements in drug development underscore its importance, ensuring that it remains at the forefront of medicinal chemistry innovation.

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