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(S)-(-)-5,5',6,6'-Tetramethyl-3,3'-Di-tert-Butyl-1,1'-Biphenyl-2,2'-Diol CAS NO 205927-03-3


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CAS No.:205927-03-3

Grade:Pharmacy Grade

Content:99.9%

Brand:Customizable

Packaging:Customizable

Description

(S)-(-)-5,5',6,6'-Tetramethyl-3,3'-Di-tert-Butyl-1,1'-Biphenyl-2,2'-Diol is a high-value, enantiomerically pure chiral ligand and catalyst precursor. This compound matters for its exceptional ability to induce stereoselectivity in asymmetric synthesis, a critical process for producing active pharmaceutical ingredients and advanced materials. Industrial researchers and process chemists in the pharmaceutical, agrochemical, and specialty chemical sectors need it to develop more efficient and selective catalytic processes.

Application

  • Asymmetric Catalysis: As a chiral ligand for transition metals (e.g., titanium, vanadium) in enantioselective oxidation and carbon-carbon bond-forming reactions.
  • Pharmaceutical Intermediate Synthesis: Critical for the production of single-enantiomer drugs, including certain cardiovascular and central nervous system (CNS) active ingredients.
  • Agrochemical Production: Used in the synthesis of chiral pesticides and herbicides to enhance efficacy and reduce environmental impact.
  • Material Science: Serves as a building block or dopant for chiral polymers and liquid crystals with specific optical properties.
  • Academic & Industrial R&D: A key reagent for method development and discovery chemistry in asymmetric synthesis laboratories.
  • Ligand for Metal-Organic Frameworks (MOFs): Can be incorporated into chiral MOFs for applications in enantioselective separation and sensing.

Basic Information

Product Name (S)-(-)-5,5',6,6'-Tetramethyl-3,3'-Di-tert-Butyl-1,1'-Biphenyl-2,2'-Diol
CAS No. 205927-03-3
Molecular Formula C28H42O2
Molecular Weight 410.64 g/mol
Synonyms (S)-VANOL; (S)-(-)-VANOL; (S)-3,3'-Di-tert-butyl-5,5',6,6'-tetramethyl-1,1'-biphenyl-2,2'-diol; (S)-BINOL derivative; (S)-6,6'-Dimethyl-3,3'-di-tert-butyl-1,1'-biphenyl-2,2'-diol; Chiral VANOL ligand; (S)-DTB-MeO-BIPHEP (related class); Axially chiral biphenol
EINECS Contact for details

Quality Control

Our (S)-VANOL is manufactured under strict quality systems to ensure batch-to-batch consistency and high enantiomeric purity, critical for reproducible asymmetric catalysis. Each lot is supported by a comprehensive Certificate of Analysis (COA) detailing chiral purity, chemical purity, and identity. We adhere to cGMP principles where applicable, and specifications can be aligned with customer-specific requirements for pharmaceutical development.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry place at a controlled room temperature (15-25°C) under an inert atmosphere (e.g., nitrogen or argon) to prevent oxidation. Keep away from heat and incompatible materials.

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
Melting Point 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.

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