(2R,5R)-5-Benzyl-2-(tert-butyl)-3-methylimidazolidin-4-one

Name: (2R,5R)-5-Benzyl-2-(tert-butyl)-3-methylimidazolidin-4-one
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CAS No. 390766-89-9
Cat. No. CS-0162364
Purity97% 99%ee
MDL No.MFCD08276842

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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(2R,5R)-5-Benzyl-2-(tert-butyl)-3-methylimidazolidin-4-one|CS-0162364

Structure of 390766-89-9

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General Information

CAS No. 390766-89-9
Cat. No. CS-0162364
Purity 97% 99%ee
MDL No. MFCD08276842
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₅H₂₂N₂O
Molecular Weight 246.35
Synonym(s) (2R,5R)-(+)-5-Benzyl-2-tert-butyl-3-methyl-4-imidazolidinone
SMILES O=C1N(C)[C@H](C(C)(C)C)N[C@@H]1CC2=CC=CC=C2

Description

This imidazolidinone scaffold delivers a sterically encumbered, bench-stable chiral core ideal for asymmetric synthesis. The tert-butyl and benzyl substituents provide enhanced solubility and stability, while the rigid framework supports high diastereoselectivity in reductive amination and catalytic functionalization processes.

Application

(2R,5R)-5-Benzyl-2-(tert-butyl)-3-methylimidazolidin-4-one serves as a robust chiral building block for the synthesis of bioactive heterocycles. Its tertiary amide functionality and sterically encumbered imidazolidinone core enable high diastereoselectivity in asymmetric transformations. The molecule exhibits excellent bench stability, facilitates straightforward purification, and demonstrates broad functional group tolerance in standard coupling and reduction protocols, making it a practical choice for medicinal chemistry campaigns and API intermediate development.

Safety Information

Download SDS

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 32.34
LogP 2.0315
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 2

Other Classifications

Building Blocks Skeleton Aliphatic heterocycle compounds Imidazolidin compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Catalysis Organocatalysts Asymmetric Organocatalysts

Catalysis Asymmetric Synthesis Chiral Catalysts, Chiral Ligands, Chiral Reagents MacMillan Imidazolidinone Organocatalysts

Key Words

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(2R,5R)-5-Benzyl-2-(tert-butyl)-3-methylimidazolidin-4-one

CAS No. 390766-89-9

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