(4R,4'R,5R,5'R)-2,2'-(1-Methylethylidene)bis[4,5-dihydro-4,5-diphenyloxazole]

Name: (4R,4'R,5R,5'R)-2,2'-(1-Methylethylidene)bis[4,5-dihydro-4,5-diphenyloxazole]
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CAS No. 183072-30-2
Cat. No. CS-0097365
Molecule weight486.60
Purity≥97%
MDL No.None

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(4R,4'R,5R,5'R)-2,2'-(1-Methylethylidene)bis[4,5-dihydro-4,5-diphenyloxazole]|CS-0097365

Structure of 183072-30-2

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General Information

CAS No. 183072-30-2
Cat. No. CS-0097365
Purity ≥97%
MDL No. None
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₃₃H₃₀N₂O₂
Molecular Weight 486.60
Synonym(s) (4R,4'R,5R,5'R)-2,2'-(Propane-2,2-diyl)bis(4,5-diphenyl-4,5-dihydrooxazole)
SMILES CC(C1=N[C@H](C2=CC=CC=C2)[C@@H](C3=CC=CC=C3)O1)(C)C4=N[C@H](C5=CC=CC=C5)[C@@H](C6=CC=CC=C6)O4

Description

(R,R)-BisPh-propabBox features a rigid, chiral bisphosphine scaffold that delivers high enantioselectivity in asymmetric catalysis. The propyl-bridged binaphthyl backbone provides exceptional stability and tunable steric bulk, enabling efficient metal coordination. This ligand excels in palladium- and nickel-catalyzed cross-coupling reactions under mild conditions.

Application

(R,R)-BisPh-propabBox serves as a robust chiral ligand in transition-metal-catalyzed asymmetric synthesis, particularly effective in palladium- and copper-mediated cross-coupling reactions. Its rigid bisphosphine architecture provides strong metal coordination and high enantioselectivity in C–C and C–heteroatom bond formations. The propyl bridge enhances solubility and stability, facilitating bench-scale operations and purification. This ligand enables efficient access to enantiomerically enriched building blocks for pharmaceutical and agrochemical applications.

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 43.18
LogP 7.8352
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 6

Key Words

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(4R,4'R,5R,5'R)-2,2'-(1-Methylethylidene)bis[4,5-dihydro-4,5-diphenyloxazole]

CAS No. 183072-30-2

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