Description

(4R,5R)-4,5-Bis(Mesyloxymethyl)-1,3,2-Dioxathiolane 2,2-Dioxide is a high-purity, chiral sulfonate derivative of a cyclic sulfate, serving as a critical advanced intermediate in sophisticated organic synthesis. Its primary value lies in its role as a versatile chiral building block for constructing complex molecules with defined stereochemistry, particularly in pharmaceutical research and development. This compound is essential for chemists and manufacturers in the pharmaceutical, agrochemical, and specialty chemical industries who require high-fidelity intermediates for producing active pharmaceutical ingredients (APIs) and other fine chemicals.

Application

• Pharmaceutical Intermediate: A key chiral synthon in the multi-step synthesis of novel therapeutic agents, particularly for antiviral, anticancer, and central nervous system (CNS) drugs.
• Asymmetric Synthesis: Utilized in stereoselective reactions to introduce chiral centers with high enantiomeric purity, crucial for developing single-enantiomer pharmaceuticals.
• Prodrug Development: Serves as a precursor for designing prodrugs where the cyclic sulfate moiety can be leveraged for controlled release or improved bioavailability of active compounds.
• Agrochemical Research: Employed in the synthesis of chiral active ingredients for herbicides, fungicides, and pesticides where specific stereochemistry impacts biological activity.
• Ligand and Catalyst Preparation: Used as a starting material for synthesizing chiral ligands and organocatalysts used in asymmetric catalysis.
• Polymer Chemistry: Acts as a monomer or cross-linking agent for creating specialty polymers with specific functional groups and potential degradable linkages.
• Chemical Biology Tool: Applied in the synthesis of molecular probes and labeled compounds for studying biological mechanisms and pathways.

Basic Information

Product Name	(4R,5R)-4,5-Bis(Mesyloxymethyl)-1,3,2-Dioxathiolane 2,2-Dioxide
CAS No.	208338-09-4
Molecular Formula	C7H12O10S3
Molecular Weight	352.35 g/mol
Synonyms	(4R,5R)-4,5-Bis(methanesulfonyloxymethyl)-1,3,2-dioxathiolane 2,2-dioxide; (4R,5R)-4,5-Bis[(methylsulfonyl)oxy]methyl]-1,3,2-dioxathiolane 2,2-dioxide; (4R,5R)-Bis(mesyloxymethyl) cyclic sulfate; (4R-cis)-4,5-Bis[(methylsulfonyloxy)methyl]-1,3,2-dioxathiolane 2,2-dioxide; Chiral cyclic sulfate bis-mesylate; Dimesylate derivative of (R,R)-1,2-O-isopropylidene-4,5-O-sulfinyl-D-threitol
EINECS	Contact for details

Quality Control

Our (4R,5R)-4,5-Bis(Mesyloxymethyl)-1,3,2-Dioxathiolane 2,2-Dioxide is manufactured under strict quality management systems to ensure batch-to-batch consistency and high chemical purity. Each lot is characterized by advanced analytical techniques including HPLC, NMR, and chiral analysis to confirm identity, purity, and enantiomeric excess. Certificates of Analysis (COA) detailing all specifications are provided with every shipment to support your quality assurance and regulatory documentation needs.

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 such as strong bases and reducing agents.

Specification

Item	Specification
Appearance	White to off-white crystalline powder
Identification (IR)	Conforms to structure
Identification (NMR)	Conforms to structure
Purity (HPLC)	≥ 98.0%
Enantiomeric Excess (Chiral HPLC)	≥ 99.0%
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.