(R)-4-(Iodomethyl)oxazolidin-2-one

Name: (R)-4-(Iodomethyl)oxazolidin-2-one
Brand: ChemScene
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CAS No. 144542-46-1
Cat. No. CS-0149725
Molecule weight227.00
Purity≥96%
MDL No.MFCD18382539

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
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(R)-4-(Iodomethyl)oxazolidin-2-one|CS-0149725

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General Information

CAS No. 144542-46-1
Cat. No. CS-0149725
Purity ≥96%
MDL No. MFCD18382539
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₄H₆INO₂
Molecular Weight 227.00
Synonym(s) (4R)-4-(iodomethyl)-1,3-oxazolidin-2-one
SMILES O=C1N[C@H](CO1)CI

Description

(R)-4-(Iodomethyl)oxazolidin-2-one features a chiral oxazolidinone scaffold bearing a reactive iodomethyl group, enabling site-specific alkylation in synthetic transformations. This bench-stable derivative facilitates stereoselective functionalization under mild conditions, offering a reliable handle for downstream conjugation in medicinal chemistry and chemical biology applications.

Application

(R)-4-(Iodomethyl)oxazolidin-2-one serves as a versatile chiral building block in synthetic organic chemistry, enabling efficient access to enantioselective transformations. The iodomethyl group facilitates reliable nucleophilic substitution and transition-metal-catalyzed coupling reactions, while the oxazolidinone ring provides excellent stereocontrol and functional group compatibility. Its bench-stable nature and ease of purification make it well-suited for iterative synthesis workflows in medicinal chemistry and process development.

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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Computational Chemistry Data

TPSA 38.33
LogP 0.5298
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Skeleton Aliphatic heterocycle compounds Oxazolidine compounds

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Key Words

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(R)-4-(Iodomethyl)oxazolidin-2-one

CAS No. 144542-46-1

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