(R)-3,3′-Bis(triphenylsilyl)-1,1′-bi-2-naphthol

CAS 111822-69-6C56H42O2Si2Chemical Synthesis

(R)-3,3′-Bis(triphenylsilyl)-1,1′-bi-2-naphthol (CAS: 111822-69-6) is a chiral binaphthol derivative with the molecular formula C56H42O2Si2 and a molecular weight of 803.10 g/mol. This compound serves as a key precursor in asymmetric synthesis, particularly for creating advanced chiral catalysts and ligands. Its unique structure enables enantioselective transformations, making it valuable in the synthesis of complex organic molecules for pharmaceutical and fine chemical applications.

IUPAC: (R)-3,3′-Bis(triphenylsilyl)-1,1′-binaphthalene-2,2′-diol
Synonyms: 111822-69-6C56H42O2Si2(R)-3,3′-Bis(triphenylsilyl)-1,1′-binaphthalene-2,2′-diol

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(R)-3,3′-Bis(triphenylsilyl)-1,1′-bi-2-naphthol (C56H42O2Si2) — chemical structure, CAS 111822-69-6; Chemistry, fine chemical supplied by Tech Serve Solutions

Asymmetric SynthesisBINOLsChemical SynthesisChiral CatalystsLigandsand Reagents

01 /Applications

Chiral Bronsted Acid Precursor

This compound is a precursor to a chiral Bronsted acid (catalogue number 674745) employed in catalysing enantioselective aza Diels-Alder reactions. These reactions are crucial for producing complex bicyclic lactams with high stereochemical control.

Ligand for Rare Earth Metal Complexes

Complexes formed between rare earth metals and this chiral binaphthol derivative can effectively catalyse intramolecular hydroamination reactions. This methodology is important for the synthesis of valuable chiral pyrrolidine structures.

Asymmetric Synthesis Intermediate

As a BINOL derivative, it functions as a versatile building block in asymmetric synthesis. Its inherent chirality and bulky silyl groups facilitate stereoselective outcomes in various organic transformations.

02 /Properties

Molecular weight	803.10
Empirical formula	C56H42O2Si2
Assay	96%
Optical activity	[α]20/D +114°, c = 1 in chloroform
Application	Precursor to a chiral Bronsted acid (674745) used to catalyze an enantioselective aza Diels-Alder reaction providing bicyclic lactams.1 Rare earth metal complexes of this chiral binapthol catalyze an intramolecular hydroamination of amino olefins leading to chiral pyrrolidines.2
Melting point	103-145 °C

03 /Identifiers & registry

CAS number

111822-69-6

MDL number

MFCD09265078

PubChem substance

24885234

04 /Quality & supply

Documentation

Every batch ships with a Certificate of Analysis covering assay, identity and purity; the grade is confirmed against your enquiry. Safety Data Sheets and technical data sheets are available on request.

Supply & logistics

Samples for technical evaluation; bulk MOQ by grade and packaging. In-stock material ships in 7–10 working days, worldwide, with full export documentation.

05 /Frequently asked questions

What is (R)-3,3′-Bis(triphenylsilyl)-1,1′-bi-2-naphthol used for?

(R)-3,3′-Bis(triphenylsilyl)-1,1′-bi-2-naphthol is used as a precursor for chiral catalysts and ligands in asymmetric synthesis, notably for enantioselective aza Diels-Alder reactions and intramolecular hydroamination of amino olefins.

What is the CAS number and formula for (R)-3,3′-Bis(triphenylsilyl)-1,1′-bi-2-naphthol?

The CAS number is 111822-69-6, and the empirical formula is C56H42O2Si2.

What grade and purity does Tech Serve Solutions supply?

Tech Serve Solutions supplies this chemical with an assay of 96%. We do not represent this product as USP, BP, EP, or any other pharmacopoeia grade.

What are the safety and handling considerations for this chemical?

This compound has a WGK Germany classification of 3, indicating it is hazardous. It is flammable and has a wide melting point range (103-145 °C). Appropriate personal protective equipment and handling procedures should be strictly followed.

How is this chemical packed, shipped, and exported?

Tech Serve Solutions expertly packs, ships, and exports fine chemicals globally, adhering to all relevant international shipping regulations for hazardous materials.