(S)-Bn-PHOX

Name: (S)-Bn-PHOX
Brand: ChemScene
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CAS No. 148461-13-6
Cat. No. CS-0029496
Purity≥96%
MDL No.None

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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+

An item is classified as a dangerous good if our website displays Hazardous Material (HazMat) information for it.

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Structure of 148461-13-6

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Description

(S)-Bn-PHOX is a bench-stable chiral ligand featuring a phenoxazinone scaffold with a benzyl-protected hydroxyl group. This configuration delivers high enantioselectivity in transition-metal-catalyzed asymmetric reactions, particularly in palladium- and copper-mediated couplings. The rigid framework enhances stereocontrol, while the protecting group enables straightforward handling and purification.

Application

(S)-Bn-PHOX serves as a highly effective chiral ligand in palladium-catalyzed asymmetric cross-coupling reactions, enabling enantioselective C–C bond formation with broad functional group tolerance. Its bench-stable nature and predictable stereocontrol facilitate reliable synthesis of chiral biaryl scaffolds, commonly encountered in pharmaceutical intermediates and agrochemicals.

General Information

CAS No. 148461-13-6
Cat. No. CS-0029496
Purity ≥96%
MDL No. None
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₈H₂₄NOP
Molecular Weight 421.47
Synonym(s) (4S)-2-[2-(Diphenylphosphino)phenyl]-4,5-dihydro-4-(phenylmethyl)oxazole; (+)-(4S)-4-Benzyl-4,5-dihydro-2--4-oxazole
SMILES C1(P(C2=CC=CC=C2)C3=CC=CC=C3)=C(C4=N[C@@H](CC5=CC=CC=C5)CO4)C=CC=C1

Computational Chemistry Data

TPSA 21.59
LogP 4.8329
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 6

Safety Information

Download SDS

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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(S)-Bn-PHOX

CAS No. 148461-13-6

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