Description

1-O,2-o-[(S)-Phenylmethylene]-α-D-Glucopyranose is a specialized carbohydrate derivative, specifically a benzylidene-protected glucopyranose, which serves as a crucial chiral building block and protecting group intermediate in advanced organic synthesis. Its value lies in enabling precise stereochemical control during the synthesis of complex molecules, particularly in the pharmaceutical sector. This compound is essential for research chemists and process development scientists working on nucleoside analogs, glycosidase inhibitors, and other bioactive carbohydrate-based compounds.

Application

• Pharmaceutical Intermediate: Key chiral synthon for the synthesis of antiviral and anticancer nucleoside analogs.
• Glycochemistry Research: Used in the study and development of glycosidase inhibitors and glycomimetics.
• Carbohydrate Chemistry: Serves as a protected sugar derivative for the selective functionalization of monosaccharides.
• Process Development: Employed in scaling up routes for complex oligosaccharides and glycoconjugates.
• Academic & Industrial R&D: A valuable reagent for exploring new synthetic methodologies in stereoselective synthesis.

Basic Information

Product Name	1-O,2-o-[(S)-Phenylmethylene]-α-D-Glucopyranose
CAS No.	83238-47-5
Molecular Formula	C₁₄H₁₈O₆
Molecular Weight	282.29 g/mol
Synonyms	1-O,2-O-[(S)-Phenylmethylene]-α-D-glucopyranose; (4S)-4,5-O-Benzylidene-α-D-glucopyranose; α-D-Glucopyranose, 1,2-O-[(S)-phenylmethylene]-; Benzylidene-protected α-D-glucose; 1,2-O-(S)-Benzylidene-α-D-glucofuranose (common misnomer); 83238-47-5; (S)-Phenylmethylene acetal of α-D-glucopyranose
EINECS	Contact for details

Quality Control

Our 1-O,2-o-[(S)-Phenylmethylene]-α-D-Glucopyranose is produced under strict quality management systems. Each batch undergoes comprehensive analytical testing, including chiral purity verification by HPLC and structural confirmation by NMR and IR spectroscopy, to ensure high chemical and isomeric purity suitable for sensitive synthetic applications. Certificates of Analysis (COA) with detailed chromatographic data are provided to guarantee batch-to-batch consistency and traceability.

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 light-sensitive and should be handled under appropriate conditions to maintain stability.

Specification

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

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