(R)-4-isopropyloxazolidine-2,5-dione

Name: (R)-4-isopropyloxazolidine-2,5-dione
Brand: ChemScene
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CAS No. 43089-05-0
Cat. No. CS-0452486
Molecule weight143.14
Purity≥98%
MDL No.None

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(R)-4-isopropyloxazolidine-2,5-dione|CS-0452486

Structure of 43089-05-0

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General Information

CAS No. 43089-05-0
Cat. No. CS-0452486
Purity ≥98%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₉NO₃
Molecular Weight 143.14
Synonym(s) 2,5-Oxazolidinedione, 4-(1-methylethyl)-, (4R)-
SMILES CC([C@@H]1C(OC(N1)=O)=O)C

Description

(R)-4-isopropyloxazolidine-2,5-dione is a chiral oxazolidinone scaffold featuring a sterically hindered isopropyl group at the 4-position. This configuration imparts enhanced stereochemical stability and facilitates selective asymmetric synthesis. The molecule serves as a robust auxiliary in enantioselective transformations, particularly in aldol reactions and conjugate additions. Its bench-stable nature enables reliable handling under standard conditions.

Application

(R)-4-Isopropyloxazolidine-2,5-dione serves as a chiral synthon for asymmetric synthesis, enabling stereoselective construction of amino acid derivatives and heterocyclic scaffolds. Its stable oxazolidinone core exhibits excellent functional group tolerance and facilitates enantioselective transformations via directed metalation or nucleophilic ring opening. The molecule's bench stability and ease of purification make it a practical choice for iterative synthetic sequences in medicinal chemistry and process 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 55.4
LogP 0.2774
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Key Words

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(R)-4-isopropyloxazolidine-2,5-dione

CAS No. 43089-05-0

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