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

Name: (R)-N-((S)-2-(diphenylphosphanyl)-1-(2-(diphenylphosphanyl)phenyl)ethyl)-2-methylpropane-2-sulfinamide
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CAS No. 1824731-39-6
Cat. No. CS-0090728
Purity≥97%
MDL No.None

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(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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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.

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

Computational Chemistry Data

TPSA 29.1
LogP 6.6706
H_Acceptors 1
H_Donors 1
Rotatable_Bonds 10

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

CAS No. 1824731-39-6

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