Description

D-Glucose, 2,3,4,5,6-Penta-o-Methyl-, Cyclic (R)-1,1-Binaphthalene-2,2-Diyl Dithioacetal is a sophisticated chiral building block and protecting group reagent derived from a fully methylated glucose scaffold. This compound matters for its role in asymmetric synthesis, where it provides a rigid, stereochemically defined framework for constructing complex molecules. It is primarily needed by research chemists and process development scientists in the pharmaceutical and fine chemical industries for the synthesis of enantiomerically pure active pharmaceutical ingredients (APIs) and advanced intermediates.

Application

• Chiral Auxiliary in Asymmetric Synthesis: Utilized as a non-racemic template to induce stereoselectivity in carbon-carbon bond-forming reactions.
• Advanced Intermediate for API Development: Serves as a key precursor in the multi-step synthesis of complex, biologically active molecules.
• Ligand Precursor for Catalysis: Can be modified to create novel chiral ligands for transition metal-catalyzed asymmetric transformations.
• Building Block for Carbohydrate Mimetics: Used in the research and development of glycomimetic drugs and probes.
• Material Science Research: Investigated for the creation of chiral stationary phases or functionalized polymers with specific optical properties.
• Academic & Industrial R&D: A valuable tool for methodological development in organic and medicinal chemistry laboratories worldwide.

Basic Information

Item	Detail
Product Name	D-Glucose, 2,3,4,5,6-Penta-o-Methyl-, Cyclic (R)-1,1-Binaphthalene-2,2-Diyl Dithioacetal
CAS No.	162825-40-3
Molecular Formula	C33H36O5S2
Molecular Weight	576.76 g/mol
Synonyms	Cyclic (R)-BINOL Dithioacetal of 2,3,4,5,6-Penta-O-methyl-D-glucopyranose; (R)-1,1'-Binaphthalene-2,2'-diyl 4,6-O-[(R)-1,1'-Binaphthalene-2,2'-diyl]dithioacetal-2,3,5-tri-O-methyl-α-D-glucofuranoside; Penta-O-methyl-D-glucose cyclic (R)-BINOL dithioacetal; (R)-BINOL-Based Glucose Dithioacetal; Chiral Glucose-BINOL Hybrid Reagent; CAS 162825-40-3
EINECS	Contact for details

Quality Control

Our production of this advanced chiral reagent adheres to strict quality protocols to ensure batch-to-batch consistency and high enantiomeric purity. Each lot is characterized by comprehensive analytical techniques including HPLC, NMR, and optical rotation measurement. A detailed Certificate of Analysis (COA) is provided with every shipment, documenting purity, chiral integrity, and key physicochemical parameters to support your regulatory and research requirements.

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

Specification

Item	Specification
Appearance	White to off-white solid
Identification (IR)	Conforms to structure
Purity (HPLC)	≥ 97.0%
Enantiomeric Excess (Chiral HPLC)	≥ 99.0%
Specific Optical Rotation	Contact for details
Loss on Drying	≤ 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.