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

Name: [S(R)]-N-[(S)-[2-(Dicyclohexylphosphino)phenyl]phenylmethyl]-2-methyl-2-propanesulfinamide
Brand: ChemScene
Availability: InStock
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CAS No. 1595319-99-5
Cat. No. CS-0147373
Purity≥97%
MDL No.None

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[S(R)]-N-[(S)-[2-(Dicyclohexylphosphino)phenyl]phenylmethyl]-2-methyl-2-propanesulfinamide|CS-0147373

Structure of 1595319-99-5

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Description

This chiral sulfinamide ligand features a sterically encumbered dicyclohexylphosphinoaryl group paired with a methyl-substituted propanesulfinamide framework. It delivers high enantioselectivity in asymmetric transition metal catalysis, particularly in palladium- and nickel-catalyzed cross-coupling reactions. The configurationally stable sulfinamide moiety enables precise stereocontrol during bond formation.

Application

[S(R)]-N-[(S)-[2-(Dicyclohexylphosphino)phenyl]phenylmethyl]-2-methyl-2-propanesulfinamide serves as a highly effective chiral ligand in transition-metal-catalyzed asymmetric synthesis, particularly in palladium- and nickel-mediated cross-coupling reactions. Its robust dicyclohexylphosphinoaryl moiety enables high enantioselectivity in C–C bond formation, while the sterically encumbered tert-butylsulfinamide group enhances configurational stability and facilitates catalyst recovery. The ligand exhibits excellent bench stability and broad functional group tolerance, making it well-suited for iterative synthesis workflows in medicinal chemistry and process development.

General Information

CAS No. 1595319-99-5
Cat. No. CS-0147373
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) (R)-N-((S)-(2-(Dicyclohexylphosphanyl)phenyl)(phenyl)methyl)-2-methylpropane-2-sulfinamide
SMILES O=[S@@](C(C)(C)C)N[C@@H](C1=CC=CC=C1)C2=CC=CC=C2P(C3CCCCC3)C4CCCCC4

Computational Chemistry Data

TPSA 29.1
LogP 7.6004
H_Acceptors 1
H_Donors 1
Rotatable_Bonds 7

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

CAS No. 1595319-99-5

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