Description

(1R,2R,3R,5S)-2-[(Phenylmethoxy)Methyl]-6-Oxabicyclo[3.1.0]Hexan-3-Ol CAS NO 325480-49-7 is a high-purity, stereochemically defined bicyclic ether alcohol derivative, serving as a critical chiral building block in advanced organic synthesis. Its unique oxabicyclo[3.1.0]hexane scaffold and protected hydroxyl functionality make it an invaluable intermediate for constructing complex molecular architectures with precise three-dimensional control. This compound is essential for research and development chemists in the pharmaceutical and fine chemical industries, particularly for the synthesis of novel active pharmaceutical ingredients (APIs), nucleoside analogs, and other biologically active compounds.

Application

• Pharmaceutical Intermediate: A key chiral synthon for the synthesis of novel antiviral, anticancer, and central nervous system (CNS) active drug candidates.
• Nucleoside/Nucleotide Chemistry: Used in the preparation of modified nucleosides and carbocyclic nucleoside analogs, which are important in antiviral and anticancer therapies.
• Asymmetric Synthesis: Employed as a rigid, chiral template or auxiliary in catalytic and stoichiometric asymmetric reactions to induce high enantioselectivity.
• Prostaglandin & Terpenoid Synthesis: Serves as a building block for the construction of complex natural product cores, such as those found in prostaglandins and terpenoids.
• Material Science Precursor: Potential use in the development of specialized polymers or ligands with specific stereochemical properties.
• Agrochemical Research: Intermediate in the development of new chiral active ingredients for crop protection with improved efficacy and environmental profile.

Basic Information

Product Name	(1R,2R,3R,5S)-2-[(Phenylmethoxy)Methyl]-6-Oxabicyclo[3.1.0]Hexan-3-Ol
CAS No.	325480-49-7
Molecular Formula	C14H18O3
Molecular Weight	234.29 g/mol
Synonyms	(1R,2R,3R,5S)-2-(Benzyloxymethyl)-6-oxabicyclo[3.1.0]hexan-3-ol; (1R,2R,3R,5S)-2-[(Benzyloxy)methyl]-6-oxabicyclo[3.1.0]hexan-3-ol; (-)-2-(Benzyloxymethyl)-6-oxabicyclo[3.1.0]hexan-3-ol; (1R,2R,3R,5S)-rel-2-[(Phenylmethoxy)methyl]-6-oxabicyclo[3.1.0]hexan-3-ol; Bicyclo[3.1.0]hexan-3-ol, 2-[(phenylmethoxy)methyl]-, (1R,2R,3R,5S)-; 6-Oxabicyclo[3.1.0]hexan-3-ol, 2-[(phenylmethoxy)methyl]-, (1R,2R,3R,5S)-
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Quality Control

Our (1R,2R,3R,5S)-2-[(Phenylmethoxy)Methyl]-6-Oxabicyclo[3.1.0]Hexan-3-Ol is manufactured under strict quality management systems. Each batch is subjected to comprehensive analytical testing, including chiral purity verification, to ensure it meets the stringent requirements for advanced synthetic applications. Certificates of Analysis (COA) detailing identity, purity, and impurity profiles are provided with every shipment to guarantee traceability and batch-to-batch consistency.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry, and well-ventilated area at a controlled room temperature (15-25°C). This compound is moisture-sensitive (hygroscopic); keep the container tightly sealed under an inert atmosphere (e.g., nitrogen or argon) for long-term storage to prevent degradation.

Specification

Item	Specification
Appearance	White to off-white crystalline powder
Identification (IR)	Conforms to structure
Purity (HPLC)	≥ 98.0%
Chiral Purity (Chiral HPLC)	≥ 99.0% ee
Water Content (KF)	≤ 0.5%
Residue on Ignition	≤ 0.1%
Heavy Metals	≤ 10 ppm

Note: Specifications can be tailored. Please contact us for the detailed technical data sheet of a specific grade.