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[S(R)]-N-[(R)-[2-(Dicyclohexylphosphino)phenyl]phenylmethyl]-2-methyl-2-propanesulfinamide

  • CAS No. 2565792-22-3

  • Cat. No. CS-0147374
  • Molecule weight483.69
  • Purity≥97%
  • MDL No.None

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

[S(R)]-N-[(R)-[2-(Dicyclohexylphosphino)phenyl]phenylmethyl]-2-methyl-2-propanesulfinamide|CS-0147374

Structure of 2565792-22-3

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General Information

  • CAS No. 2565792-22-3
  • Cat. No. CS-0147374
  • 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 C₂₉H₄₂NOPS
  • Molecular Weight 483.69
  • Synonym(s) None
  • SMILES O=[S@@](C(C)(C)C)N[C@H](C1=CC=CC=C1)C2=CC=CC=C2P(C3CCCCC3)C4CCCCC4

Description

This chiral sulfinamide ligand integrates a dicyclohexylphosphinoaryl group with a sterically hindered tert-butyl sulfonamide moiety, enabling precise stereocontrol in asymmetric catalysis. The (S,R) configuration at the sulfinamide center imparts high enantioselectivity, while the bench-stable, moisture-tolerant structure supports reliable performance under standard reaction conditions.

Application

[S(R)]-N-[(R)-[2-(Dicyclohexylphosphino)phenyl]phenylmethyl]-2-methyl-2-propanesulfinamide serves as a chiral ligand in transition-metal-catalyzed asymmetric synthesis, enabling high enantioselectivity in cross-coupling and hydrogenation reactions. Its robust dicyclohexylphosphino group provides strong metal coordination, while the sulfinamide moiety offers stable chirality and excellent functional group tolerance. The molecule exhibits bench stability and facilitates straightforward purification, making it well-suited for iterative synthetic workflows 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 : H315-H319-H413
Precautionary Statements : P264-P273-P280-P302+P352-P362-P501

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Computational Chemistry Data

  • TPSA   29.1
  • LogP   7.6004
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   7

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