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(R)-2,2'-Dihydroxy-3,3'-diphenyl-1,1'-binaphthalene cyclic phosphate

  • CAS No. 695162-86-8

  • Cat. No. CS-0084536
  • Purity≥97%
  • MDL No.None

*For research and further manufacturing use only, not for direct human use.

(R)-2,2'-Dihydroxy-3,3'-diphenyl-1,1'-binaphthalene cyclic phosphate|CS-0084536

Structure of 695162-86-8

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General Information

  • CAS No. 695162-86-8
  • Cat. No. CS-0084536
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C, protect from light, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₃₂H₂₁O₄P
  • Molecular Weight 500.48
  • Synonym(s) (R)-3,3'-Diphenyl-1,1'-binaphthyl-2,2'-diyl Hydrogen Phosphate
  • SMILES O=P1(O)OC2=C(C3=C(C=CC=C4)C4=CC(C5=CC=CC=C5)=C3O1)C6=CC=CC=C6C=C2C7=CC=CC=C7

Description

(R)-2,2'-Dihydroxy-3,3'-diphenyl-1,1'-binaphthalene cyclic phosphate is a chiral, binaphthyl-based phosphate ester featuring two hydroxyl groups and two phenyl substituents at the 2,2' and 3,3' positions. This configuration imparts high stereochemical stability and enhanced solubility in polar organic solvents. The cyclic phosphate moiety enables selective phosphorylation under mild conditions, making it valuable for asymmetric synthesis and the construction of chiral phosphorus-containing architectures.

Application

(R)-2,2'-Dihydroxy-3,3'-diphenyl-1,1'-binaphthalene cyclic phosphate serves as a chiral auxiliary in asymmetric synthesis, leveraging its rigid binaphthyl framework and ortho-diol functionality for stereoselective transformations. The cyclic phosphate group enables controlled activation in nucleophilic substitution reactions, facilitating efficient coupling with amines and alcohols under mild conditions. Its bench-stable, crystalline nature and excellent functional group tolerance make it well-suited for iterative synthetic protocols in medicinal chemistry and catalyst design.

Safety Information

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GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   55.76
  • LogP   8.8656
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   2

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