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(R)-N-((S)-2-(diphenylphosphanyl)-1-(2-(diphenylphosphanyl)phenyl)ethyl)-2-methylpropane-2-sulfinamide

  • CAS No. 1824731-39-6

  • Cat. No. CS-0090728
  • Purity≥97%
  • MDL No.None

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

(R)-N-((S)-2-(diphenylphosphanyl)-1-(2-(diphenylphosphanyl)phenyl)ethyl)-2-methylpropane-2-sulfinamide|CS-0090728

Structure of 1824731-39-6

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General Information

  • CAS No. 1824731-39-6
  • Cat. No. CS-0090728
  • 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 C₃₆H₃₇NOP₂S
  • Molecular Weight 593.70
  • Synonym(s) [S(R)]-N-[(1S)-2-(diphenylphosphino)-1-[2-(diphenylphosphino)phenyl]ethyl]-2-methyl-2-Propanesulfinamide
  • SMILES O=[S@@](C(C)(C)C)N[C@H](CP(C1=CC=CC=C1)C2=CC=CC=C2)C3=CC=CC=C3P(C4=CC=CC=C4)C5=CC=CC=C5

Description

This chiral phosphine-sulfinamide ligand features a sterically hindered quaternary carbon and dual diphenylphosphanyl groups, enabling precise coordination in asymmetric catalysis. The (R)- and (S)-configured stereocenters deliver high enantioselectivity in transition-metal-catalyzed transformations. Bench-stable and moisture-tolerant, it integrates seamlessly into palladium- and rhodium-mediated reactions for efficient synthesis of enantiopure compounds.

Application

(R)-N-((S)-2-(diphenylphosphanyl)-1-(2-(diphenylphosphanyl)phenyl)ethyl)-2-methylpropane-2-sulfinamide serves as a chiral auxiliary in asymmetric synthesis, enabling stereoselective C–C bond formation via enolate alkylation. Its rigid binaphthyl-like backbone and dual diphenylphosphanyl groups enhance stereocontrol and facilitate catalyst recovery. The sulfinamide moiety provides stability and ease of purification, while the functional group tolerance supports broad compatibility in multistep synthetic sequences.

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+P364-P501

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Computational Chemistry Data

  • TPSA   29.1
  • LogP   6.6706
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   10

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