1-[(4S)-4-tert-Butyl-4,5-dihydro-2-oxazolyl]isoquinoline

Name: 1-[(4S)-4-tert-Butyl-4,5-dihydro-2-oxazolyl]isoquinoline
Brand: ChemScene
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CAS No. 1402851-52-8
Cat. No. CS-0087918
Purity≥98%
MDL No.None

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1-[(4S)-4-tert-Butyl-4,5-dihydro-2-oxazolyl]isoquinoline|CS-0087918

Structure of 1402851-52-8

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Description

(S)-tBu-iQuinox is a bench-stable, sterically hindered chiral auxiliary designed for asymmetric synthesis. This quinoxaline-based scaffold integrates seamlessly into enantioselective transformations, offering high diastereoselectivity in C–C bond formation. The (S)-configuration and tert-butyl substitution enhance stereocontrol and stability under standard reaction conditions.

Application

(S)-tBu-iQuinox serves as a robust chiral auxiliary in asymmetric synthesis, enabling stereoselective construction of quinoline and isoquinoline scaffolds. Its tert-butyl group confers enhanced bench stability and facilitates straightforward purification, while the rigid bicyclic framework provides high diastereoselectivity in electrophilic functionalization and coupling reactions. Functions effectively in standard amine- or metal-catalyzed transformations, offering reliable access to enantioenriched heterocyclic building blocks for medicinal chemistry applications.

General Information

CAS No. 1402851-52-8
Cat. No. CS-0087918
Purity ≥98%
MDL No. None
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₆H₁₈N₂O
Molecular Weight 254.33
Synonym(s) 1-[(4S)-4-tert-Butyl-4,5-dihydro-2-oxazolyl]isoquinoline
SMILES CC(C)([C@H]1COC(C2=NC=CC3=CC=CC=C23)=N1)C

Computational Chemistry Data

TPSA 34.48
LogP 3.4263
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 1

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 : H315-H319
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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1-[(4S)-4-tert-Butyl-4,5-dihydro-2-oxazolyl]isoquinoline

CAS No. 1402851-52-8

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