China Supplier High Quality tert-Butyl [(1R,2S,5S)-2-amino-5-[(dimethylamino)carbonyl]cyclohexyl]carbamate oxalate CAS 1210348-34-7 for sale
China Supplier High Quality tert-Butyl [(1R,2S,5S)-2-amino-5-[(dimethylamino)carbonyl]cyclohexyl]carbamate oxalate CAS 1210348-34-7 for sale
China Supplier High Quality tert-Butyl [(1R,2S,5S)-2-amino-5-[(dimethylamino)carbonyl]cyclohexyl]carbamate oxalate CAS 1210348-34-7 for sale
China Supplier High Quality tert-Butyl [(1R,2S,5S)-2-amino-5-[(dimethylamino)carbonyl]cyclohexyl]carbamate oxalate CAS 1210348-34-7 for sale
China Supplier High Quality tert-Butyl [(1R,2S,5S)-2-amino-5-[(dimethylamino)carbonyl]cyclohexyl]carbamate oxalate CAS 1210348-34-7 for sale

China Supplier High Quality tert-Butyl [(1R,2S,5S)-2-amino-5-[(dimethylamino)carbonyl]cyclohexyl]carbamate oxalate CAS 1210348-34-7 Wholesale & Bulk

This is a specialized chemical building block (intermediate) used in pharmaceutical research. It is a stereochemically pure, protected amine in an oxalate salt form. Its primary use is as a key rigid scaffold in the synthesis of potential drug candidates, most notably for designing protease inhibitor medications, such as those historically developed to treat HIV/AIDS and Hepatitis C.

Items

Specifications

Results

Appearance

White to off-white solid

Off-white solid

Identification

The retention time of the   major peak of the Sample solution corresponds to that of the Standard   solution.

Complies

Water

1.0%

0.75%

Isomer

0.15%

ND

Related substances

Impurity A:0.3%

Individual impurities:0.3%

Total impurities:1.0%

ND

0.06%

0.13%

Purity

99.0%

99.87%

Conclusion

The product conforms to the above   specifications.

This compound is a chemically synthesized organic molecule that serves as a key building block (intermediate) in medicinal chemistry and drug discovery. Its complex name describes its precise structure:

  • Core Structure: A cyclohexane ring with specific three-dimensional stereochemistry (1R,2S,5S). This means the relative positions of the attached groups are fixed and crucial for its biological activity.

    Functional Groups:

    • Primary Amine (-NH₂): The reactive amine group is protected as a tert-butyl carbamate (Boc). This Boc group is a standard protecting group in organic synthesis; it masks the reactive amine during other chemical steps and can be removed later under mild acidic conditions.

      Secondary Amine: Attached to the ring is a dimethylamide group [-C(O)N(CH₃)₂]. This is a common pharmacophore (part of a molecule responsible for its interaction with a biological target) that can mimic peptide bonds or participate in hydrogen bonding.

  • Salt Form: It is an oxalate salt. The basic amine(s) in the molecule have been reacted with oxalic acid to form a stable, crystalline, and often more easily handleable salt. This improves its purity, stability, and solubility properties for storage and use.

In summary: It is a stereochemically defined, Boc-protected diamino cyclohexane derivative, isolated as an oxalate salt.

2. Its Primary Use and Applications:

This compound is not a drug itself but a high-value synthetic intermediate. Its uses are almost exclusively in pharmaceutical research and development.

Primary Use: To synthesize more complex drug candidates, particularly those targeting proteases and kinases.

Specific Context and Examples:

  • Protease Inhibitor Backbone: The (1R,2S,5S)-2-amino-5-(aminocarbonyl)cyclohexyl structure is a classic scaffold found in inhibitors of various proteases (enzymes that cut proteins). It is famously known as the "Boc-DAP" backbone or related to the structure used in:

    • HIV Protease Inhibitors: Early classes of anti-AIDS drugs (e.g., precursors to drugs like Saquinavir) used this cyclohexylamine-derived core to mimic the natural peptide substrate of the HIV protease enzyme.

      HCV Protease Inhibitors: Similar scaffolds have been explored in the development of treatments for Hepatitis C.

      Other Serine/Cysteine Proteases: This scaffold is versatile and has been used in programs targeting enzymes involved in cancer, inflammation, and infectious diseases.

  • Kinase Inhibitor Fragment: The dimethylamide group and the basic amine make this fragment a useful component in the synthesis of kinase inhibitors (a major class of cancer drugs). The structure can act as a hinge-binding motif or a spacer element within the drug molecule.

    Peptidomimetics: Its structure mimics a dipeptide (two linked amino acids) but with a rigid cyclohexane ring instead of a flexible chain. This rigidity can lead to better selectivity, potency, and metabolic stability compared to a natural peptide.

Why is it made and sold in this form?

  1. Stereochemical Purity: The (1R,2S,5S) label confirms it's a single, specific isomer. Biological targets (enzymes, receptors) are highly sensitive to 3D shape, so this purity is essential.

  2. Protected Amine: The Boc group allows chemists to perform reactions on other parts of the molecule without affecting the valuable -NH₂ group.

  3. Salt Form: The oxalate salt is typically the form in which the intermediate is isolated, purified, characterized, and sold by chemical suppliers (e.g., Sigma-Aldrich, TCI, Combi-Blocks).

In a Nutshell: Think of this compound as a specialized, high-precision Lego brick used by pharmaceutical chemists to build potential new medicines, primarily for viral diseases (like HIV/HCV) and cancer. Its value lies in its defined 3D shape and reactive handles, which allow for the systematic construction of complex molecules designed to interact with specific disease targets.


Fortunachem Chemicals
Get In Touch With Fortunachem

Fortunachem Provides Not Only Professional Chemical Products But Also Professional Help

Related Blood System API Fine Chemicals
MORE
Latest News & Blogs

Keeping you up-to-date with all the latest information, news, and events about Fortunachem!