Description

(S)-α-(β-D-Glucopyranosyloxy)-3-Hydroxybenzeneacetonitrile is a chiral cyanohydrin glycoside, a sophisticated synthetic intermediate of significant value in fine chemical and pharmaceutical synthesis. Its unique structure, featuring a glucose moiety linked to a cyanohydrin functional group, makes it a versatile chiral building block for the development of complex bioactive molecules. This high-purity compound is essential for researchers and manufacturers in the pharmaceutical, agrochemical, and advanced material sectors seeking to introduce specific stereochemistry and functional groups into their target compounds.

Application

• Pharmaceutical Intermediate: A key chiral precursor in the synthesis of enantiomerically pure drugs, particularly those targeting metabolic or neurological pathways.
• Agrochemical Synthesis: Used in the research and development of novel, stereospecific pesticides and herbicides where biological activity is chirality-dependent.
• Glycoconjugate Research: Serves as a valuable building block for the chemical synthesis of complex glycoconjugates and glycomimetics for biological studies.
• Chiral Catalyst Ligand Development: Acts as a starting material for the synthesis of novel chiral ligands used in asymmetric catalysis.
• Fine Chemical Production: Employed in the multistep synthesis of specialty chemicals requiring high stereochemical fidelity.
• Biochemical Tool Compound: Utilized in research as a probe or inhibitor to study enzyme mechanisms, particularly glycosidases or related enzymes.

Basic Information

Product Name	(S)-α-(β-D-Glucopyranosyloxy)-3-Hydroxybenzeneacetonitrile
CAS No.	645-02-3
Molecular Formula	C₁₄H₁₇NO₇
Molecular Weight	311.29 g/mol
Synonyms	(S)-2-(3-Hydroxyphenyl)-2-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yloxy)acetonitrile; (S)-2-(β-D-Glucopyranosyloxy)-2-(3-hydroxyphenyl)acetonitrile; (S)-Phloroglucinol cyanohydrin β-D-glucopyranoside; Salicyl alcohol cyanohydrin β-D-glucoside; Amygdalin analog; Cyanogenic glycoside derivative
EINECS	Contact for details

Quality Control

Our (S)-α-(β-D-Glucopyranosyloxy)-3-Hydroxybenzeneacetonitrile is manufactured under strict quality management systems. Every batch undergoes comprehensive analytical testing, including chiral purity analysis by HPLC, to ensure it meets the high standards required for research and synthesis. A detailed Certificate of Analysis (COA) documenting identity, purity, and impurity profiles is provided with each shipment to guarantee traceability and consistency for your critical applications.

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 product is hygroscopic (moisture-sensitive); the container must be kept tightly sealed in a dry environment to prevent degradation. For long-term storage, consider using a desiccant.

Specification

Item	Specification
Appearance	White to off-white crystalline powder
Identification (IR)	Conforms to structure
Assay (HPLC)	≥ 98.0%
Chiral Purity (HPLC)	≥ 99.0% ee
Water Content (KF)	≤ 1.0%
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.