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Boc-3-Hydroxy-1-adamantyl-D-glycine: CAS 361442-00-4 Chemical Properties and Uses

In the realm of fine chemicals and pharmaceutical manufacturing, understanding the properties and applications of key intermediates is essential for successful R&D and production. Boc-3-Hydroxy-1-adamantyl-D-glycine, identified by CAS number 361442-00-4, is one such critical compound. This article delves into its chemical characteristics and primary uses, particularly as a precursor in the synthesis of important pharmaceutical agents.

Chemical Profile: Boc-3-Hydroxy-1-adamantyl-D-glycine

CAS Number: 361442-00-4
Molecular Formula: C17H27NO5
Molecular Weight: 325.40 g/mol
Appearance: Typically supplied as a white powder.
Purity: High purity grades, often ≥99%, are critical for pharmaceutical applications.
Melting Point: Reported as >230°C (with decomposition), indicating a stable solid form at room temperature.
Solubility: Exhibits slight solubility in solvents like Chloroform (when heated), DMSO, and Methanol, which influences its processing and reaction conditions.

The structure of Boc-3-Hydroxy-1-adamantyl-D-glycine features a tert-butoxycarbonyl (Boc) protected alpha-amino acid moiety attached to a 3-hydroxyadamantyl group. This unique combination of a protected amino acid and a bulky, rigid adamantane cage makes it a valuable chiral building block in complex organic synthesis.

Primary Application: Saxagliptin Intermediate

The most significant application of Boc-3-Hydroxy-1-adamantyl-D-glycine is its role as a key intermediate in the synthesis of Saxagliptin. Saxagliptin is a dipeptidyl peptidase-4 (DPP-4) inhibitor, widely prescribed for the management of type 2 diabetes mellitus. It works by enhancing the body's own incretin system to improve glycemic control.

The synthesis of Saxagliptin involves several complex steps, and Boc-3-Hydroxy-1-adamantyl-D-glycine provides a crucial structural component. Its specific chirality and functionalization are essential for building the target molecule efficiently and with high stereoselectivity. Pharmaceutical companies looking to buy Boc-3-Hydroxy-1-adamantyl-D-glycine are typically engaged in the R&D or large-scale manufacturing of this vital drug.

Other Potential Applications and Considerations for Buyers

While its primary use is in Saxagliptin synthesis, the unique chemical structure of Boc-3-Hydroxy-1-adamantyl-D-glycine could potentially lend itself to other applications in:

  • Peptide Chemistry: As a modified amino acid, it could be incorporated into peptides to confer unique structural or biological properties.
  • Materials Science: The rigid adamantane framework might be explored in the development of novel materials.
  • Drug Discovery: As a building block for creating diverse chemical libraries for screening in drug discovery programs.

For researchers and procurement specialists, identifying a reliable Boc-3-Hydroxy-1-adamantyl-D-glycine manufacturer is paramount. When you purchase this compound, consider factors such as purity, batch consistency, available quantity, and the supplier's adherence to quality standards. Understanding the price associated with this specialized intermediate will also be a key factor in your procurement strategy.

As a leading Boc-3-Hydroxy-1-adamantyl-D-glycine supplier, we provide high-quality material critical for pharmaceutical synthesis. We invite you to explore our offerings and contact us to inquire about bulk quantities and competitive pricing. Secure your supply of this essential chemical intermediate for your pharmaceutical projects.

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