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Dimethyl 2-((4R,5S)-5-(2-(Benzyloxy)Acetyl)-2,2-Dimethyl-1,3-Dioxolan-4-Yl)-2-Oxoethylphosphonate CAS NO 89291-74-7
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CAS No.:89291-74-7
Grade:Pharmacy Grade
Content:99.9%
Brand:Customizable
Packaging:Customizable
Description
Dimethyl 2-((4R,5S)-5-(2-(Benzyloxy)Acetyl)-2,2-Dimethyl-1,3-Dioxolan-4-Yl)-2-Oxoethylphosphonate is a high-purity, stereochemically defined phosphonate ester building block critical for advanced organic synthesis. This compound is valued for its role as a key chiral intermediate in the production of complex pharmaceutical molecules and fine chemicals. It is primarily sought by R&D chemists and process development scientists in the pharmaceutical, agrochemical, and specialty chemical industries for constructing sophisticated molecular architectures.
Application
- Pharmaceutical Intermediate: A crucial chiral synthon in the multi-step synthesis of active pharmaceutical ingredients (APIs), particularly for antiviral, anticancer, and anti-inflammatory drug candidates.
- Asymmetric Synthesis: Used in stereoselective carbon-carbon and carbon-phosphorus bond-forming reactions, such as Horner-Wadsworth-Emmons (HWE) olefinations, to install defined stereocenters.
- Peptidomimetic & Prodrug Development: Serves as a phosphonate precursor for designing protease inhibitors and prodrugs that mimic phosphate or phosphonate-containing biological molecules.
- Agrochemical Research: Employed in the synthesis of novel, biologically active compounds for crop protection and pesticide development.
- Ligand & Catalyst Preparation: Acts as a starting material for synthesizing chiral phosphonate-based ligands used in asymmetric catalysis.
- Academic & Industrial R&D: A valuable tool for methodological development in organic chemistry and for exploring new chemical spaces in discovery programs.
Basic Information
| Product Name | Dimethyl 2-((4R,5S)-5-(2-(Benzyloxy)Acetyl)-2,2-Dimethyl-1,3-Dioxolan-4-Yl)-2-Oxoethylphosphonate |
| CAS No. | 89291-74-7 |
| Molecular Formula | C18H25O8P |
| Molecular Weight | 400.36 g/mol |
| Synonyms | Dimethyl (2-((4R,5S)-5-(2-(Benzyloxy)acetyl)-2,2-dimethyl-1,3-dioxolan-4-yl)-2-oxoethyl)phosphonate; (4R,5S)-4-[(Dimethoxyphosphoryl)acetyl]-2,2-dimethyl-5-[(phenylmethoxy)acetyl]-1,3-dioxolane; Benzyl (4R,5S)-4-(2-Dimethoxyphosphorylacetyl)-2,2-dimethyl-1,3-dioxolane-5-carboxylate; Chiral Dioxolane Phosphonate Ester; (R,S)-Dioxolanyl Phosphonate Intermediate |
| EINECS | Contact for details |
Quality Control
Our production of Dimethyl 2-((4R,5S)-5-(2-(Benzyloxy)Acetyl)-2,2-Dimethyl-1,3-Dioxolan-4-Yl)-2-Oxoethylphosphonate adheres to stringent quality protocols suitable for pharmaceutical R&D and cGMP environments. Each batch is fully characterized and undergoes rigorous analytical testing, including chiral purity verification by HPLC, to ensure identity, strength, and stereochemical integrity. A comprehensive Certificate of Analysis (COA) detailing purity, chiral excess, and impurity profiles is provided with every shipment.
Storage
Preserve in a tightly closed container, protected from light. Store in a cool, dry, and well-ventilated place at a controlled room temperature (15-25°C). Due to its hygroscopic (moisture-sensitive) nature, the container must be kept tightly sealed under an inert atmosphere (e.g., nitrogen or argon) after opening to prevent degradation. Keep away from incompatible materials.
Specification
| Item | Specification |
|---|---|
| Appearance | White to off-white crystalline powder or solid |
| Identification (IR) | Conforms to structure |
| Purity (HPLC) | ≥ 97.0% |
| Chiral Purity (Chiral HPLC) | ≥ 98.0% de |
| Water Content (KF) | ≤ 0.5% |
| Residual Solvents (GC) | Meets ICH guidelines |
Note: Specifications can be tailored. Please contact us for the detailed technical data sheet of a specific grade.
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