(1Z,3Z)-1,3-Bis(((S)-4-phenyl-4,5-dihydrooxazol-2-yl)methylene)isoindoline

Name: (1Z,3Z)-1,3-Bis(((S)-4-phenyl-4,5-dihydrooxazol-2-yl)methylene)isoindoline
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CAS No. 1358991-52-2
Cat. No. CS-0103856
Purity≥97%
MDL No.None

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(1Z,3Z)-1,3-Bis(((S)-4-phenyl-4,5-dihydrooxazol-2-yl)methylene)isoindoline|CS-0103856

Structure of 1358991-52-2

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General Information

CAS No. 1358991-52-2
Cat. No. CS-0103856
Purity ≥97%
MDL No. None
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₈H₂₃N₃O₂
Molecular Weight 433.50
Synonym(s) (1Z,3Z)-1,3-Bis[[(4S)-4,5-dihydro-4-phenyl-2-oxazolyl]methylene]-2,3-dihydro-1H-isoindole
SMILES C1(/C(N/C2=C\C3=N[C@H](C4=CC=CC=C4)CO3)=C/C5=N[C@@H](C6=CC=CC=C6)CO5)=C2C=CC=C1

Description

This isoindoline scaffold features two chiral oxazoline moieties positioned at the 1,3-positions, creating a rigid, electron-deficient framework ideal for asymmetric catalysis. The (1Z,3Z) configuration ensures optimal spatial orientation for transition-metal coordination and substrate recognition in enantioselective transformations.

Application

(1Z,3Z)-1,3-Bis(((S)-4-phenyl-4,5-dihydrooxazol-2-yl)methylene)isoindoline serves as a versatile chiral bis-oxazoline scaffold, enabling selective coordination in asymmetric catalysis. Its rigid, planar architecture supports efficient metal binding and stereocontrol in transition-metal-catalyzed transformations. The molecule exhibits bench stability, tolerates diverse functional groups, and facilitates purification via standard chromatographic methods—making it well-suited for iterative synthesis of complex heterocyclic systems and catalyst development in industrial R&D settings.

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 58.97
LogP 4.0689
H_Acceptors 4
H_Donors 1
Rotatable_Bonds 4

Key Words

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(1Z,3Z)-1,3-Bis(((S)-4-phenyl-4,5-dihydrooxazol-2-yl)methylene)isoindoline

CAS No. 1358991-52-2

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