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[S(R)]-N-[(S)-[2-(Diphenylphosphino)phenyl]phenylmethyl]-N,2-dimethyl-2-propanesulfinamide

  • CAS No. 2565792-25-6

  • Cat. No. CS-0147182
  • Purity≥97%
  • MDL No.MFCD32697151

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

[S(R)]-N-[(S)-[2-(Diphenylphosphino)phenyl]phenylmethyl]-N,2-dimethyl-2-propanesulfinamide|CS-0147182

Structure of 2565792-25-6

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General Information

  • CAS No. 2565792-25-6
  • Cat. No. CS-0147182
  • Purity ≥97%
  • MDL No. MFCD32697151
  • Storage 4°C, protect from light, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₃₀H₃₂NOPS
  • Molecular Weight 485.62
  • Synonym(s) None
  • SMILES O=[S@@](C(C)(C)C)N(C)[C@@H](C1=CC=CC=C1)C2=CC=CC=C2P(C3=CC=CC=C3)C4=CC=CC=C4

Description

This chiral sulfinamide features a strategically positioned diphenylphosphinoaryl group, enabling efficient asymmetric induction in transition-metal-catalyzed reactions. The sterically encumbered tert-butyl sulfonamide moiety enhances configurational stability, while the pendant phosphine ligand facilitates coordination to palladium and other late transition metals. This combination delivers high enantioselectivity in cross-coupling processes under standard conditions.

Application

[S(R)]-N-[(S)-[2-(Diphenylphosphino)phenyl]phenylmethyl]-N,2-dimethyl-2-propanesulfinamide serves as a chiral sulfinamide auxiliary in asymmetric synthesis, enabling stereoselective C–C bond formation via enantioselective α-alkylation and Mannich-type reactions. Its robust bench stability, compatibility with diverse functional groups, and efficient removal under mild conditions make it a practical choice for constructing chiral building blocks in medicinal chemistry workflows.

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   20.31
  • LogP   5.9282
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   7

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