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(4R,4'R,5S,5'S)-2,2'-Cyclopentylidenebis[4,5-dihydro-4,5-diphenyloxazole]

  • CAS No. 2133827-34-4

  • Cat. No. CS-0104019
  • Purity≥97%
  • MDL No.None

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

(4R,4'R,5S,5'S)-2,2'-Cyclopentylidenebis[4,5-dihydro-4,5-diphenyloxazole]|CS-0104019

Structure of 2133827-34-4

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General Information

  • CAS No. 2133827-34-4
  • Cat. No. CS-0104019
  • Purity ≥97%
  • MDL No. None
  • Storage -20°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₃₅H₃₂N₂O₂
  • Molecular Weight 512.64
  • Synonym(s) (4R,4'R,5S,5'S)-2,2'-(Cyclopentane-1,1-diyl)bis(4,5-diphenyl-4,5-dihydrooxazole)
  • SMILES [C@H]1(C2=CC=CC=C2)[C@@H](C3=CC=CC=C3)N=C(C4(CCCC4)C5=N[C@H](C6=CC=CC=C6)[C@H](C7=CC=CC=C7)O5)O1

Description

(R,S)-BisPh-cpbBox features a chiral bisphosphine scaffold with electron-rich phosphorus centers, enabling efficient asymmetric catalysis. This bench-stable ligand integrates seamlessly into palladium-catalyzed cross-coupling systems, delivering high enantioselectivity in C–C bond formation under standard conditions.

Application

(R,S)-BisPh-cpbBox serves as a highly effective chiral ligand in palladium-catalyzed asymmetric cross-coupling reactions, enabling enantioselective C–C bond formation with broad functional group tolerance. Its rigid bisphosphine architecture enhances stereocontrol and catalyst stability, facilitating high yields and ee values in Suzuki-Miyaura and Negishi couplings. Ideal for bench-scale synthesis of complex chiral intermediates, it offers excellent reproducibility and ease of handling.

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   43.18
  • LogP   8.3694
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   6

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