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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
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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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