(R)-4-Benzyl-3-(3-methylbutanoyl)oxazolidin-2-one

Name: (R)-4-Benzyl-3-(3-methylbutanoyl)oxazolidin-2-one
Brand: ChemScene
Availability: InStock
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CAS No. 145589-03-3
Cat. No. CS-0154253
Purity≥98%
MDL No.MFCD10566718

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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(R)-4-Benzyl-3-(3-methylbutanoyl)oxazolidin-2-one|CS-0154253

Structure of 145589-03-3

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Description

(R)-4-Benzyl-3-(3-methylbutanoyl)oxazolidin-2-one is a chiral oxazolidinone scaffold featuring a benzylic stereocenter and a sterically hindered acyl group. This configuration enhances diastereoselectivity in asymmetric synthesis, particularly in nucleophilic additions and enantioselective transformations. The molecule exhibits bench-stable handling characteristics and compatibility with common organic solvents, enabling straightforward integration into synthetic sequences requiring stereocontrol.

Application

(R)-4-Benzyl-3-(3-methylbutanoyl)oxazolidin-2-one serves as a robust chiral auxiliary in asymmetric synthesis, enabling stereoselective C–C bond formation through well-established enolate chemistry. Its oxazolidinone core provides excellent diastereoselectivity in aldol and alkylation reactions, with bench-stable handling and straightforward purification. The benzyl and isovaleryl substituents offer orthogonal reactivity and compatibility across standard synthetic workflows.

General Information

CAS No. 145589-03-3
Cat. No. CS-0154253
Purity ≥98%
MDL No. MFCD10566718
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₅H₁₉NO₃
Molecular Weight 261.32
Synonym(s) 2-Oxazolidinone, 3-(3-methyl-1-oxobutyl)-4-(phenylmethyl)-, (R)-
SMILES CC(C)CC(=O)N1[C@H](CC2=CC=CC=C2)COC1=O

Computational Chemistry Data

TPSA 46.61
LogP 2.6226
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 4

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-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Other Classifications

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Key Words

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(R)-4-Benzyl-3-(3-methylbutanoyl)oxazolidin-2-one

CAS No. 145589-03-3

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