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CS-W001157 4
Total: USD 88.00

(R)​-3,​3'-Bis([1,​1'-​biphenyl]​-​4-​yl)​-​5,​5',​6,​6',​7,​7',​8,​8'-​octahydro-[1,​1'-binaphthalene]​-​2,​2'-​diol

  • CAS No. 878049-66-2

  • Cat. No. CS-0087598
  • Purity≥98%
  • MDL No.None

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

(R)​-3,​3'-Bis([1,​1'-​biphenyl]​-​4-​yl)​-​5,​5',​6,​6',​7,​7',​8,​8'-​octahydro-[1,​1'-binaphthalene]​-​2,​2'-​diol|CS-0087598

Structure of 878049-66-2

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General Information

  • CAS No. 878049-66-2
  • Cat. No. CS-0087598
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C, protect from light, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₄₄H₃₈O₂
  • Molecular Weight 598.77
  • Synonym(s) R-3,3'-bis([1,1'-biphenyl]-4-yl)-5,5',6,6',7,7',8,8'-octahydro-[1,1'-Binaphthalene]-2,2'-diol
  • SMILES OC1=C(C2=C(CCCC3)C3=CC(C4=CC=C(C5=CC=CC=C5)C=C4)=C2O)C6=C(CCCC6)C=C1C7=CC=C(C8=CC=CC=C8)C=C7

Description

(R)-3,3'-Bis([1,1'-biphenyl]-4-yl)-5,5',6,6',7,7',8,8'-octahydro-[1,1'-binaphthalene]-2,2'-diol features a rigid chiral scaffold with two phenyl-substituted hydroxyl groups, enabling precise stereocontrol in asymmetric catalysis. The fully saturated binaphthyl core enhances stability while maintaining high enantioselectivity in transition-metal-mediated transformations under standard conditions.

Application

(R)-3,3'-Bis([1,1'-biphenyl]-4-yl)-5,5',6,6',7,7',8,8'-octahydro-[1,1'-binaphthalene]-2,2'-diol serves as a chiral ligand scaffold in asymmetric catalysis, enabling high enantioselectivity in transition-metal-catalyzed reactions. Its rigid binaphthyl core with peripheral biphenyl groups provides robust stereocontrol and enhanced stability under diverse reaction conditions. The diol functionality facilitates coordination to metal centers while maintaining compatibility with common functional groups, making it ideal for iterative synthesis and scale-up applications.

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-P280-P302+P352

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Computational Chemistry Data

  • TPSA   40.46
  • LogP   11.1904
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   5

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