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(R)-(–)-3,3′-Bis(triphenylsilyl)-1,1′-binaphthyl-2,2′-diyl hydrogenphosphate

CAS 791616-55-2C56H41O4PSi2Chemical Synthesis

(R)-(–)-3,3′-Bis(triphenylsilyl)-1,1′-binaphthyl-2,2′-diyl hydrogenphosphate (CAS 791616-55-2) is a chiral phosphoric acid with a molecular weight of 865.07 g/mol. This organocatalyst is notably used for the first enantioselective organocatalytic reductive amination reactions. Available from Tech Serve Solutions, it is supplied at a minimum assay of 96%, serving crucial roles in asymmetric synthesis and chemical research.

IUPAC
(11bR)-4-Hydroxy-2,6-bis(triphenylsilyl)dinaphtho-[2,1-d:1′,2′f]-1,3,2-dioxaphosphepin 4-oxide,MacMillan TiPSY catalyst
Synonyms
2&#8242-diyl hydrogenphosphate,791616-55-2, C56H41O4PSi2,(11bR)-4-Hydroxy-2,6-bis(triphenylsilyl)dinaphtho-[2,1-d:1′,2′f]-1,3,2-dioxaphosphepin 4-oxide,MacMillan TiPSY catalyst
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(R)-(–)-3,3′-Bis(triphenylsilyl)-1,1′-binaphthyl-2,2′-diyl hydrogenphosphate (C56H41O4PSi2) — chemical structure, CAS 791616-55-2; Chemistry, fine chemical supplied by Tech Serve Solutions
Asymmetric SynthesisChemical SynthesisChiral CatalystsLigandsand ReagentsChiral Phosphoric Acids
01 /Applications

Asymmetric Synthesis

Utilised as a chiral organocatalyst in asymmetric synthesis, particularly for enantioselective transformations. It facilitates the creation of chiral molecules with high optical purity, essential in pharmaceutical development.

Reductive Amination

Serves as an organocatalyst for the first reported enantioselective organocatalytic reductive amination reaction. This application is vital for the stereoselective synthesis of amines.

Chiral Ligand and Reagent

Functions as a chiral catalyst, ligand, and reagent in various stereoselective chemical syntheses. Its structure enables precise control over reaction pathways, leading to specific enantiomers.

02 /Properties
Molecular weight865.07
Empirical formulaC56H41O4PSi2
Assay96%
Optical activity[α]22/D -197°, c = 1 in chloroform
ApplicationOrganocatalyst for the first enatioselective organocatalytic reductive amination reaction.1
Melting point329-335 °C
03 /Safety & handling
GHS hazard pictogram: Harmful / irritant (GHS07)
Harmful / irritant
Warning

Hazard statements

  • H315Causes skin irritation
  • H319Causes serious eye irritation
  • H335May cause respiratory irritation

Precautionary statements

  • P261Avoid breathing dust, fume, gas or vapours
  • P305IF IN EYES
Protective equipmentdust mask type N95 (US), Eyeshields, Gloves
Water hazard class (WGK, DE)3
Hazard codes (EU)Xi
Risk statements (R)36/37/38
Safety statements (S)26

Hazard information is provided for guidance. Always consult the product Safety Data Sheet (SDS), available on request, before handling.

04 /Identifiers & registry
CAS number
791616-55-2
MDL number
MFCD09265079
05 /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.

06 /Frequently asked questions

What is (R)-(–)-3,3′-Bis(triphenylsilyl)-1,1′-binaphthyl-2,2′-diyl hydrogenphosphate used for?

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This compound is primarily used as an organocatalyst for enantioselective reductive amination reactions and in various asymmetric synthesis applications, functioning as a chiral catalyst, ligand, and reagent.

What is the CAS number and formula for this chemical?

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The CAS number is 791616-55-2 and the empirical formula is C56H41O4PSi2.

What grade and purity does Tech Serve Solutions supply?

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Tech Serve Solutions supplies this product at a minimum assay of 96%. It is typically considered a research or technical grade material and is not represented as USP, BP, or EP grade.

How should (R)-(–)-3,3′-Bis(triphenylsilyl)-1,1′-binaphthyl-2,2′-diyl hydrogenphosphate be handled?

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This compound is a Warning substance that may cause skin irritation (H315), serious eye irritation (H319), and respiratory irritation (H335). Use appropriate personal protective equipment, including a dust mask (type N95 or equivalent), eyeshields, and gloves. Ensure adequate ventilation.

Is this chemical controlled or scheduled?

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The provided data does not indicate that this chemical is a controlled or scheduled substance.

How is this product packed and shipped?

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Products are carefully packed according to international shipping regulations and can be exported globally by Tech Serve Solutions.

How can I request a sample or quote?

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Please contact our sales team via the website or by telephone to request a sample or a quotation for this product.

Need (R)-(–)-3,3′-Bis(triphenylsilyl)-1,1′-binaphthyl-2,2′-diyl hydrogenphosphate in a specific grade or volume?