(4R,4'R,5S,5'S)-2,2'-(pentane-3,3-diyl)bis(4,5-diphenyl-4,5-dihydrooxazole)

Name: (4R,4'R,5S,5'S)-2,2'-(pentane-3,3-diyl)bis(4,5-diphenyl-4,5-dihydrooxazole)
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CAS No. 1246401-51-3
Cat. No. CS-0145068
Molecule weight514.66
Purity≥97%
MDL No.None

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(4R,4'R,5S,5'S)-2,2'-(pentane-3,3-diyl)bis(4,5-diphenyl-4,5-dihydrooxazole)|CS-0145068

Structure of 1246401-51-3

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General Information

CAS No. 1246401-51-3
Cat. No. CS-0145068
Purity ≥97%
MDL No. None
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₃₅H₃₄N₂O₂
Molecular Weight 514.66
Synonym(s) (4R,4'R,5S,5'S)-2,2'-(Pentane-3,3-diyl)bis(4,5-diphenyl-4,5-dihydrooxazole)
SMILES CCC(C1=N[C@H](C2=CC=CC=C2)[C@H](C3=CC=CC=C3)O1)(CC)C4=N[C@H](C5=CC=CC=C5)[C@H](C6=CC=CC=C6)O4

Description

(R,S)-BisPh-pentabBox features a chiral bisphenyl scaffold paired with a pentaborate moiety, delivering enhanced stability and selective boron incorporation in cross-coupling reactions. This configuration enables efficient access to complex heterocycles under mild conditions.

Application

(R,S)-BisPh-pentabBox serves as a versatile chiral ligand in transition-metal-catalyzed asymmetric synthesis, enabling high enantioselectivity in cross-coupling and conjugate addition reactions. Its robust pentabenzylated backbone ensures excellent bench stability and facilitates straightforward purification. The ligand demonstrates broad functional group tolerance and is particularly effective in Pd- and Ni-catalyzed transformations, making it a reliable choice for constructing complex chiral scaffolds in medicinal chemistry and process development 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-P280-P302+P352

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Computational Chemistry Data

TPSA 43.18
LogP 8.6154
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 8

Key Words

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(4R,4'R,5S,5'S)-2,2'-(pentane-3,3-diyl)bis(4,5-diphenyl-4,5-dihydrooxazole)

CAS No. 1246401-51-3

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