Description

(2S)-3α-Ethenyl-2β-(β-D-Glucopyranosyloxy)-3,4-Dihydro-4α-(2-Hydroxyethyl)-2H-Pyran-5-Carboxylic Acid Methyl Ester is a specialized glycosidic compound of significant interest in advanced organic synthesis and pharmaceutical research. Its complex molecular architecture, featuring a glucopyranosyl moiety linked to a functionalized dihydropyran core, makes it a valuable chiral building block and synthetic intermediate. This high-purity chemical is primarily targeted at research and development laboratories, process chemists, and manufacturers in the pharmaceutical, agrochemical, and fine chemical sectors seeking to develop novel active ingredients or complex natural product analogs.

Application

• Pharmaceutical Intermediate: Serves as a key chiral precursor in the synthesis of novel drug candidates, particularly those targeting glycosidase enzymes or requiring complex carbohydrate motifs.
• Agrochemical Research: Used in the development of new, more selective herbicides or plant growth regulators that leverage its sugar-based structure for bioactivity.
• Glycochemistry & Glycobiology: Acts as a sophisticated building block for constructing complex oligosaccharides, glycoconjugates, or glycomimetics for biological studies.
• Process Chemistry & Scale-up: Employed in route development and optimization for the commercial production of high-value specialty chemicals.
• Academic & Institutional Research: Utilized in universities and research institutes for methodological studies in asymmetric synthesis, glycosylation reactions, and natural product synthesis.
• Fine Chemical Synthesis: Provides a versatile intermediate for creating flavors, fragrances, or other specialty materials requiring specific stereochemistry.

Basic Information

Product Name	(2S)-3α-Ethenyl-2β-(β-D-Glucopyranosyloxy)-3,4-Dihydro-4α-(2-Hydroxyethyl)-2H-Pyran-5-Carboxylic Acid Methyl Ester
CAS No.	72463-81-1
Molecular Formula	C16H24O9
Molecular Weight	360.36 g/mol
Synonyms	Methyl (2S,3R,4S,5R,6S)-2-(hydroxymethyl)-6-[(2S)-3-ethenyl-4-(2-hydroxyethyl)-5-(methoxycarbonyl)-3,4-dihydro-2H-pyran-2-yl]oxyoxane-3,4,5-triol; 3-Ethenyl-2-(β-D-glucopyranosyloxy)-3,4-dihydro-4-(2-hydroxyethyl)-2H-pyran-5-carboxylic acid methyl ester, (2S,3α,2β,4α)-; Glucopyranosyloxy dihydropyran carboxylate methyl ester derivative; CAS 72463-81-1
EINECS	Contact for details

Quality Control

Our production of (2S)-3α-Ethenyl-2β-(β-D-Glucopyranosyloxy)-3,4-Dihydro-4α-(2-Hydroxyethyl)-2H-Pyran-5-Carboxylic Acid Methyl Ester adheres to stringent quality management protocols. Each batch undergoes comprehensive analytical testing, including HPLC for purity and chiral assay, NMR for structural confirmation, and Karl Fischer titration for water content. We provide a detailed Certificate of Analysis (COA) with every shipment, ensuring traceability and compliance with your research or cGMP guidelines for advanced intermediates. Our quality system is designed to deliver consistent purity and reliable supply for critical development projects.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry place at a controlled room temperature (15-25°C). This compound is hygroscopic (moisture-sensitive) and should be handled in a dry environment to prevent decomposition. For long-term storage, consider desiccant or inert atmosphere packaging.

Specification

Item	Specification
Appearance	White to off-white solid
Identification (IR)	Conforms to structure
Identification (HPLC)	Retention time matches reference
Purity (HPLC)	≥ 97.0%
Chiral Purity (Chiral HPLC)	≥ 98.0% ee
Water Content (KF)	≤ 1.0%
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.