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CS-W001157 4
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(S,S)-iPr-BI-DIME

  • CAS No. 1477517-21-7

  • Cat. No. CS-0034989
  • Purity≥97%
  • MDL No.MFCD31630765

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

(S,S)-iPr-BI-DIME|CS-0034989

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General Information

  • CAS No. 1477517-21-7
  • Cat. No. CS-0034989
  • Purity ≥97%
  • MDL No. MFCD31630765
  • Storage 4°C, protect from light, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₂H₂₉O₃P
  • Molecular Weight 372.44
  • Synonym(s) (2S,3S)-iPr-BIDIME
  • SMILES COC(C=CC=C1OC)=C1C2=C([P@](C(C)(C)C)[C@@H](C(C)C)O3)C3=CC=C2

Description

(S,S)-iPr-BI-DIME is a sterically hindered, bench-stable chiral ligand featuring two bidentate imine units that enable precise control in asymmetric transition-metal catalysis. This configuration delivers high enantioselectivity in key bond-forming reactions, particularly in nickel- and palladium-catalyzed cross-couplings. The isopropyl substituents enhance solubility and reduce catalyst deactivation pathways.

Application

(S,S)-iPr-BI-DIME serves as a highly effective chiral ligand in asymmetric transition metal catalysis, enabling enantioselective transformations such as hydrogenation and cross-coupling reactions. Its sterically demanding isopropyl groups enhance enantiocontrol and improve catalyst stability, while the rigid biaryl backbone ensures consistent performance across diverse substrates. The ligand exhibits excellent bench stability and facilitates straightforward purification, making it well-suited for scalable synthetic applications in medicinal chemistry and process development.

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   27.69
  • LogP   5.651
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   4

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