(4S,4'S)-2,2'-(4-Bromopyridine-2,6-diyl)bis(4-isopropyl-4,5-dihydrooxazole)

Name: (4S,4'S)-2,2'-(4-Bromopyridine-2,6-diyl)bis(4-isopropyl-4,5-dihydrooxazole)
Brand: ChemScene
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CAS No. 477351-96-5
Cat. No. CS-0145100
Purity≥95%
MDL No.None

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(4S,4'S)-2,2'-(4-Bromopyridine-2,6-diyl)bis(4-isopropyl-4,5-dihydrooxazole)|CS-0145100

Structure of 477351-96-5

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General Information

CAS No. 477351-96-5
Cat. No. CS-0145100
Purity ≥95%
MDL No. None
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₇H₂₂BrN₃O₂
Molecular Weight 380.28
Synonym(s) None
SMILES CC(C)[C@@H](CO1)N=C1C2=NC(C3=N[C@@H](C(C)C)CO3)=CC(Br)=C2

Description

This chiral bisoxazole features a 4-bromopyridine-2,6-diyl linker flanked by isopropyl-substituted dihydrooxazole rings, enabling robust coupling in asymmetric synthesis. The electron-deficient pyridine core pairs with sterically hindered oxazoles to deliver high regioselectivity in transition metal-catalyzed transformations. Bench-stable and moisture-tolerant, it streamlines access to complex heterocyclic architectures.

Application

(4S,4'S)-2,2'-(4-Bromopyridine-2,6-diyl)bis(4-isopropyl-4,5-dihydrooxazole) serves as a versatile bifunctional building block for transition-metal-catalyzed cross-coupling reactions. The pendant 4-bromopyridine moiety enables reliable Pd-catalyzed coupling with aryl, heteroaryl, and vinyl partners, while the dihydrooxazole groups provide robust chiral auxiliaries with high bench stability and ease of purification. This structure facilitates efficient access to complex heterocyclic scaffolds in medicinal chemistry and materials science workflows.

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-P330-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 56.07
LogP 3.4469
H_Acceptors 5
H_Donors 0
Rotatable_Bonds 4

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(4S,4'S)-2,2'-(4-Bromopyridine-2,6-diyl)bis(4-isopropyl-4,5-dihydrooxazole)

CAS No. 477351-96-5

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