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(1R)-5,5',6,6',7,7',8,8'-Octahydro-3,3'-Bis[2,4,6-Tris(1-Methylethyl)Phenyl]-[1,1'-Binaphthalene]-2,2'-Diol CAS NO 1522367-79-8


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CAS No.:1522367-79-8

Grade:Pharmacy Grade

Content:99.9%

Brand:Customizable

Packaging:Customizable

Description

(1R)-5,5',6,6',7,7',8,8'-Octahydro-3,3'-Bis[2,4,6-Tris(1-Methylethyl)Phenyl]-[1,1'-Binaphthalene]-2,2'-Diol is a sophisticated chiral ligand belonging to the H8-BINOL family, specifically designed for high-performance asymmetric catalysis. Its value lies in providing exceptional enantioselectivity and stability in demanding synthetic transformations, crucial for producing optically pure intermediates. This compound is essential for R&D chemists and process engineers in the pharmaceutical, agrochemical, and fine chemical industries who require reliable, high-purity catalysts for complex chiral synthesis.

Application

This advanced chiral ligand is a cornerstone in modern asymmetric synthesis, enabling the production of single-enantiomer compounds with high efficiency.

  • Asymmetric C-C Bond Formation: Critical for enantioselective Suzuki-Miyaura, Heck, and other cross-coupling reactions.
  • Pharmaceutical Intermediate Synthesis: Used in the production of chiral active pharmaceutical ingredients (APIs) for drugs targeting CNS disorders, cardiovascular diseases, and oncology.
  • Agrochemical Chiral Synthesis: Enables the creation of enantiomerically pure herbicides, fungicides, and plant growth regulators with improved efficacy and environmental profiles.
  • Catalyst Precursor for Metal Complexes: Serves as a key ligand for ruthenium, rhodium, and palladium complexes in hydrogenation and transfer hydrogenation reactions.
  • Material Science Research: Investigated for the development of chiral polymers, sensors, and liquid crystals.
  • Academic & Industrial R&D: A vital tool for method development and discovery chemistry in laboratories worldwide.

Basic Information

Product Name (1R)-5,5',6,6',7,7',8,8'-Octahydro-3,3'-Bis[2,4,6-Tris(1-Methylethyl)Phenyl]-[1,1'-Binaphthalene]-2,2'-Diol
CAS No. 1522367-79-8
Molecular Formula C52H66O2
Molecular Weight 722.99 g/mol
Synonyms (R)-H8-BINOL-DTBP; (R)-3,3'-Bis(2,4,6-Triisopropylphenyl)-5,5',6,6',7,7',8,8'-octahydro-1,1'-binaphthyl-2,2'-diol; (R)-DTBP-H8-BINOL; (R)-5,5',6,6',7,7',8,8'-Octahydro-3,3'-di(2,4,6-triisopropylphenyl)-[1,1'-binaphthalene]-2,2'-diol; (R)-H8-BINAP-DTBP (common misnomer); Chiral DTBP-H8-BINOL Ligand; (1R)-(-)-H8-BINOL-DTBP
EINECS Contact for details

Quality Control

We maintain stringent quality control protocols to ensure batch-to-batch consistency and high chemical purity, which is paramount for catalytic performance. Our products undergo rigorous testing, including chiral HPLC for enantiomeric excess (ee) verification and NMR for structural confirmation. A comprehensive Certificate of Analysis (COA) detailing purity, chiral purity, and identity is provided with each shipment. Production can adhere to cGMP standards for pharmaceutical 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). The compound is light-sensitive (store away from light). For long-term storage under an inert atmosphere (argon or nitrogen), please contact us.

Specification

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

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