(R)-SIPHOS-PE

Name: (R)-SIPHOS-PE
Brand: ChemScene
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CAS No. 500997-69-3
Cat. No. CS-0037331
Purity≥95%
MDL No.MFCD08459342

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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Structure of 500997-69-3

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General Information

CAS No. 500997-69-3
Cat. No. CS-0037331
Purity ≥95%
MDL No. MFCD08459342
Storage -20°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₃₃H₃₂NO₂P
Molecular Weight 505.59
Synonym(s) N-DI[(R)-1-PHENYLETHYL]-[(S)-1,1'-SPIROBIINDANE-7,7'-DIYL]-PHOSPHORAMIDITE
SMILES C[C@H](C1=CC=CC=C1)N([C@H](C)C2=CC=CC=C2)P3OC4=CC=CC5=C4C(CC5)(CC6)C7=C6C=CC=C7O3

Description

(R)-SIPHOS-PE is a chiral phosphine ligand featuring a sterically hindered, electron-rich architecture that enhances catalytic efficiency in asymmetric transition metal reactions. This bench-stable, moisture-tolerant ligand integrates seamlessly into palladium- and nickel-catalyzed cross-coupling processes, delivering high enantioselectivity and reproducible yields under standard conditions.

Application

(R)-SIPHOS-PE serves as a highly enantioselective, bench-stable phosphine ligand for palladium-catalyzed cross-coupling reactions. Its rigid chiral backbone enables efficient C–C and C–heteroatom bond formation with broad functional group tolerance. The ligand facilitates high yields and reproducible selectivity in Suzuki-Miyaura and Negishi couplings, particularly for challenging substrates like sterically hindered aryl halides and heterocyclic electrophiles.

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 : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

TPSA 21.7
LogP 8.6876
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 5

Other Classifications

Catalysts and Ligands Ligands Other Phosphorus Ligands Other related phosphine Ligands

Catalysis Cross-Coupling Phosphine Ligands

Catalysis Cross-coupling Reaction using Transition Metal Catalysts Phosphine Ligands

Catalysis Asymmetric Synthesis Chiral Catalysts, Chiral Ligands, Chiral Reagents Chiral Ligands (Other)

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(R)-SIPHOS-PE

CAS No. 500997-69-3

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