Description

(4Ar,5R,6S)-6-(β-D-Glucopyranosyloxy)-4,4A,5,6-Tetrahydro-4A-Hydroxy-5-[(S)-Oxiran-2-Yl]-1H,3H-Pyrano[3,4-C]Pyran-1-One is a complex, high-purity glycosylated pyranopyranone derivative that serves as a critical chiral building block and reference standard in advanced organic synthesis. Its precise stereochemistry and functional groups make it a valuable intermediate for developing novel pharmaceutical compounds and bioactive molecules. This compound is primarily sought by research institutions and manufacturers in the pharmaceutical, agrochemical, and fine chemical sectors for applications in drug discovery and process development.

Application

• Pharmaceutical Intermediate: A key chiral synthon for the research and development of new active pharmaceutical ingredients (APIs), particularly in oncology and anti-infective therapeutic areas.
• Biochemical Research: Used as a reference standard or probe in enzymatic studies and metabolic pathway analysis due to its glycosylated structure.
• Asymmetric Synthesis: Employed as a sophisticated starting material or ligand precursor in catalytic asymmetric reactions to construct complex molecular architectures.
• Natural Product Analog Synthesis: Serves as a core scaffold for synthesizing analogs of natural products for structure-activity relationship (SAR) studies.
• Agrochemical Development: Potential intermediate in the synthesis of novel, high-specificity crop protection agents.
• Process Chemistry: Used in route scouting and optimization for the scalable production of complex target molecules.

Basic Information

Product Name	(4Ar,5R,6S)-6-(β-D-Glucopyranosyloxy)-4,4A,5,6-Tetrahydro-4A-Hydroxy-5-[(S)-Oxiran-2-Yl]-1H,3H-Pyrano[3,4-C]Pyran-1-One
CAS No.	74213-75-5
Molecular Formula	C₁₇H₂₂O₁₁
Molecular Weight	402.35 g/mol
Synonyms	6-(β-D-Glucopyranosyloxy)-4a,5,6,7-tetrahydro-4a-hydroxy-5-[(2S)-oxiranyl]-1H,3H-pyrano[3,4-c]pyran-1-one; (4aR,5R,6S,7S)-6-(β-D-Glucopyranosyloxy)-4a,5,6,7-tetrahydro-4a-hydroxy-5-[(2S)-oxiranyl]-1H,3H-pyrano[3,4-c]pyran-1-one; Glycosylated Pyranopyranone Derivative; CAS 74213-75-5; 1H,3H-Pyrano[3,4-c]pyran-1-one, 6-(β-D-glucopyranosyloxy)-4,4a,5,6-tetrahydro-4a-hydroxy-5-[(2S)-oxiranyl]-, (4aR,5R,6S)-
EINECS	Contact for details

Quality Control

We maintain stringent quality control protocols for this high-value intermediate, ensuring batch-to-batch consistency and identity confirmation through advanced analytical techniques. Our standard quality commitment includes comprehensive testing via HPLC, NMR, and MS to verify purity and stereochemical integrity. A detailed Certificate of Analysis (COA) is provided with each shipment, documenting critical parameters. Specifications can be aligned with cGMP standards for pharmaceutical development applications upon request.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry place at a controlled room temperature (15-25°C). Due to its hygroscopic nature, the container must be kept tightly sealed in a dry environment to prevent moisture absorption, which may affect stability and handling properties. For long-term storage, consider desiccants or inert atmosphere packing.

Specification

Item	Specification
Appearance	White to off-white solid
Identification (IR)	Conforms to structure
Identification (NMR)	Conforms to structure
Purity (HPLC)	≥ 95.0%
Specific Rotation	Contact for details
Water Content (KF)	≤ 5.0%
Residue on Ignition	≤ 0.5%
Heavy Metals	≤ 20 ppm

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