(S)-DM-SEGPHOS

Name: (S)-DM-SEGPHOS
Brand: ChemScene
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CAS No. 210169-57-6
Cat. No. CS-0086042
Purity≥97%
MDL No.MFCD09753008

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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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General Information

CAS No. 210169-57-6
Cat. No. CS-0086042
Purity ≥97%
MDL No. MFCD09753008
Storage 4°C, protect from light, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₄₆H₄₄O₄P₂
Molecular Weight 722.79
Synonym(s) (S)-(-)-DM-SEGPHOS®
SMILES CC1=CC([P]C2=[C@]([C@]3=C(OCO4)C4=CC=C3[P]C5=CC(C)=CC(C)=C5)C6=C(OCO6)C=C2)=CC(C)=C1

Description

(S)-DM-SEGPHOS is a bench-stable, chiral diphosphine ligand featuring a rigid biphenyl backbone and electron-rich phosphorus centers. It enables high enantioselectivity in palladium-catalyzed cross-coupling reactions, particularly in Suzuki-Miyaura transformations. The ligand’s steric and electronic profile enhances catalyst longevity and reactivity under standard conditions.

Application

(S)-DM-SEGPHOS serves as a highly effective chiral bidentate ligand in palladium-catalyzed cross-coupling reactions, enabling enantioselective C–C and C–heteroatom bond formations. Its robust steric and electronic profile enhances catalyst stability and turnover, particularly in Suzuki-Miyaura and Negishi couplings. The ligand exhibits excellent bench stability, simplifies purification, and demonstrates broad functional group tolerance, making it a practical choice for asymmetric synthesis in medicinal chemistry and process development.

Safety Information

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GHS Pictogram : N/A	GHS No : N/A
Signal Word : N/A	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : N/A
Precautionary Statements : N/A

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Computational Chemistry Data

TPSA 36.92
LogP 5.30328
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 5

Key Words

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(S)-DM-SEGPHOS

CAS No. 210169-57-6

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