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

  • CAS No. 874948-59-1

  • Cat. No. CS-0084535
  • Purity≥97%
  • MDL No.None
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    Type
    HazMat Fee
    Excepted Quantity $0.00
    FedEx Limited Quantities Ground $0.00
    Hazmat Ground shipping $50.00+
    Inaccessible (Haz class 6.1 or 9), Domestic $68.00+
    Accessible (Haz class 3, 4, 5 or 8), Domestic $158.00+
    Inaccessible (Haz class 6.1 or 9), International $108.00+
    Accessible (Haz class 3, 4, 5 or 8), International $238.00+

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(S)-2,2'-Dihydroxy-3,3'-diphenyl-1,1'-binaphthalene cyclic phosphate|CS-0084535

Structure of 874948-59-1

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Description

This chiral cyclic phosphate features a rigid binaphthyl scaffold with strategically positioned hydroxyl and phenyl groups, enabling selective recognition in asymmetric synthesis. The cyclic phosphate moiety provides a stable, reactive handle for conjugation or transformation under mild conditions, while the (S)-configuration ensures enantioselective behavior in catalytic applications.

Application

(S)-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 orthogonally reactive phosphate group. The cyclic phosphate enables selective derivatization under mild conditions, facilitating stereoselective transformations in catalytic systems. Its bench-stable nature and compatibility with common functional groups make it a practical choice for constructing complex chiral scaffolds in medicinal chemistry and catalyst development.

General Information

  • CAS No. 874948-59-1
  • Cat. No. CS-0084535
  • 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) S-3,3'-Bis(phenyl)-1,1'-binaphthyl-2,2'-diyl hydrogenphosphate
  • SMILES O=P1(O)OC2=[C@]([C@]3=C(C=CC=C4)C4=CC(C5=CC=CC=C5)=C3O1)C6=CC=CC=C6C=C2C7=CC=CC=C7

Computational Chemistry Data

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

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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