(R)-2-Acetoxy-2-phenylacetic acid
- CAS No.51019-43-3
- GradeIndustrial / Pharmaceutical
- Availability● In Stock
High-purity (R)-2-Acetoxy-2-phenylacetic acid (CAS 51019-43-3) is a critical chiral intermediate used primarily in the synthesis of Linagliptin. We offer bulk quantities with full quality documentation.
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Product Overview
(R)-2-Acetoxy-2-phenylacetic acid, frequently recognized by its systematic name (2R)-2-acetyloxy-2-phenylacetic acid, stands as a pivotal chiral building block within the modern pharmaceutical landscape. This specialized organic compound serves as an essential intermediate in the multistep synthesis of advanced therapeutic agents, most notably contributing to the production of Linagliptin, a prominent DPP-4 inhibitor used in diabetes management. Our manufacturing facility ensures that every batch meets rigorous international standards for enantiomeric purity and chemical stability, making it a reliable choice for process chemistry teams.
Chemical Properties and Structure
From a structural perspective, this molecule features a phenylacetic acid backbone with a specific stereochemical configuration at the alpha position, denoted by the (R)-designation. The acetoxy group introduces specific reactivity profiles that are crucial for downstream coupling reactions. The compound exhibits a defined melting point range and stability under standard storage conditions, facilitating ease of handling during large-scale production runs. Its molecular weight and density characteristics are optimized for efficient dissolution and reaction kinetics in common organic solvents used in medicinal chemistry.
Technical Specifications
| Parameter | Specification |
|---|---|
| CAS Number | 51019-43-3 |
| Molecular Formula | C10H10O4 |
| Molecular Weight | 194.184 g/mol |
| Appearance | White to light yellow powder |
| Assay (Purity) | ≥98.0% |
| Melting Point | 97-99°C |
| Boiling Point | 317.8±30.0 °C at 760 mmHg |
| Density | 1.3±0.1 g/cm3 |
Industrial Applications
The primary application of (R)-2-Acetoxy-2-phenylacetic acid lies in the pharmaceutical sector, specifically within the value chain for antidiabetic medications. As a key chiral intermediate, it enables the construction of complex molecular architectures required for high-efficacy drugs. Beyond Linagliptin synthesis, this compound may serve as a versatile precursor in the development of other neurological therapeutics or advanced organic synthesis projects requiring precise stereocontrol. Process chemists value this material for its consistent quality, which reduces variability in final API production and ensures regulatory compliance throughout the supply chain.
Quality Assurance and Manufacturing
Our production process adheres to strict quality management systems designed for fine chemical manufacturing. We implement comprehensive testing protocols at every stage, from raw material intake to final product release. Each shipment is accompanied by a detailed Certificate of Analysis (COA) that verifies critical parameters such as assay purity, optical rotation, and residual solvent levels. Our commitment to industrial purity ensures that downstream reactions proceed with minimal impurity carryover, optimizing overall yield and reducing waste disposal costs for our partners.
Packing and Storage Guidelines
To maintain product integrity, (R)-2-Acetoxy-2-phenylacetic acid is typically packaged in 25 kg drums lined with protective materials to prevent moisture ingress and contamination. Custom packaging solutions are available upon request to accommodate specific logistical requirements. For storage, we recommend keeping the material in a cool, ventilated area away from direct sunlight and incompatible substances. Proper handling procedures should be followed to ensure safety and maintain the chemical stability of the powder over extended periods.
