(R)-5-Oxopyrrolidine-2-carboxylic acid

Name: (R)-5-Oxopyrrolidine-2-carboxylic acid
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 4042-36-8
Cat. No. CS-W002304
Purity≥98%
MDL No.MFCD00066212

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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+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
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(R)-5-Oxopyrrolidine-2-carboxylic acid|CS-W002304

Structure of 4042-36-8

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Description

(R)-5-Oxopyrrolidine-2-carboxylic acid is a chiral pyrrolidine derivative featuring a ketone at the C5 position and a carboxylic acid at C2. This configuration imparts distinct stereochemical control in asymmetric synthesis, enabling selective incorporation into peptidomimetics and bioactive molecules. The compound exhibits enhanced stability under standard bench conditions and serves as a valuable scaffold for medicinal chemistry applications.

Application

(R)-5-Oxopyrrolidine-2-carboxylic acid serves as a valuable chiral building block in the synthesis of bioactive heterocycles and peptidomimetics. Its pyrrolidinone core exhibits favorable stability, solubility, and compatibility with standard coupling reactions. The carboxylic acid functionality enables direct derivatization for amide formation, while the ketone group supports selective reductions and nucleophilic additions. This compound functions effectively in asymmetric synthesis workflows requiring stereocontrolled access to nitrogen-containing scaffolds.

General Information

CAS No. 4042-36-8
Cat. No. CS-W002304
Purity ≥98%
MDL No. MFCD00066212
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₅H₇NO₃
Molecular Weight 129.11
Synonym(s) None
SMILES O=C(O)[C@@H](CC1)NC1=O

Computational Chemistry Data

TPSA 66.4
LogP -0.6504
H_Acceptors 2
H_Donors 2
Rotatable_Bonds 1

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

Quality Control

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Other Classifications

Bioactive Molecules Natural Products

Building Blocks Functional Group Carboxylic Acid

Building Blocks Skeleton Aliphatic heterocycle compounds Pyrrolidine compounds

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Building Blocks Skeleton Chiral compounds Chiral Resolution Reagent

Life Science Amino Acids and their Derivatives Glutamic acid and derivatives

Chemical Biology Pharmaceutical Development and Drug Discovery Research Peptide Chemistry Amino Acid Derivatives

Chemical Biology Pharmaceutical Development and Drug Discovery Research Reagents Peptide Chemistry Amino Acid Derivatives

Chemical Biology Peptide Chemistry Unnatural Amino Acid Derivatives

Biochemistry Biochemicals and Reagents Amino Acids Biologically-modified Amino Acids

Key Words

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(R)-5-Oxopyrrolidine-2-carboxylic acid

CAS No. 4042-36-8

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