Description

2-Azetidinecarboxylicacid,1,2-Dimethyl-4-Oxo-,Methylester,(2S)-(9Ci) is a high-purity, chiral azetidine derivative that serves as a critical building block in advanced organic synthesis. This compound matters for its role as a constrained proline analog, offering unique stereochemical control and structural rigidity for designing novel bioactive molecules. Pharmaceutical researchers and fine chemical manufacturers need it for the development of new drug candidates, particularly in the areas of protease inhibitors and other therapeutic agents targeting complex biological pathways.

Application

• Pharmaceutical Intermediate: A key chiral synthon in the research and development of new active pharmaceutical ingredients (APIs), especially for constrained peptide mimetics.
• Protease Inhibitor Scaffold: Used in the design and synthesis of potent inhibitors for enzymes like dipeptidyl peptidase-4 (DPP-4) and other proteases.
• Medicinal Chemistry Research: Employed as a building block to introduce the azetidine ring system, exploring structure-activity relationships (SAR) in drug discovery programs.
• Asymmetric Synthesis: Utilized as a chiral auxiliary or precursor in stereoselective reactions to construct complex molecular architectures.
• Bioconjugation & Labeling: Potential use in creating labeled compounds or conjugates for biochemical and diagnostic applications due to its reactive ester group.
• Academic & Institutional R&D: Serves as a valuable reagent for universities and research institutes studying heterocyclic chemistry and novel synthetic methodologies.

Basic Information

Product Name	2-Azetidinecarboxylicacid,1,2-Dimethyl-4-Oxo-,Methylester,(2S)-(9Ci)
CAS No.	605658-21-7
Molecular Formula	C7H11NO3
Molecular Weight	157.17 g/mol
Synonyms	(2S)-1,2-Dimethyl-4-oxoazetidine-2-carboxylic acid methyl ester; Methyl (2S)-1,2-dimethyl-4-oxoazetidine-2-carboxylate; (S)-1,2-Dimethyl-4-oxoazetidine-2-carboxylic acid methyl ester; Azetidine-2-carboxylic acid, 1,2-dimethyl-4-oxo-, methyl ester, (2S)-; 1,2-Dimethyl-4-oxoazetidine-2-carboxylic Acid Methyl Ester (S-enantiomer); Constrained Proline Ester Derivative
EINECS	Contact for details

Quality Control

Our 2-Azetidinecarboxylicacid,1,2-Dimethyl-4-Oxo-,Methylester,(2S)-(9Ci) is manufactured under strict quality management systems. Each batch undergoes rigorous analytical testing, including chiral purity verification by HPLC, to ensure compliance with the high standards required for pharmaceutical R&D. Certificates of Analysis (COA) detailing identity, purity, and impurity profiles are provided with every shipment. We support custom synthesis and can tailor specifications to meet specific project requirements under cGMP guidelines if needed.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry place at a controlled room temperature (15-25°C). This product is light-sensitive (store away from light). For long-term storage, consider storing under an inert atmosphere to maintain optimal purity and stability.

Specification

Item	Specification
Appearance	White to off-white crystalline powder
Identification (IR)	Conforms to structure
Identification (HPLC)	Retention time matches reference standard
Assay (HPLC)	≥ 98.0%
Chiral Purity (Chiral HPLC)	≥ 99.0% ee
Related Substances (HPLC)	Any single impurity ≤ 0.5%; Total impurities ≤ 1.5%
Residual Solvents (GC)	Meets ICH Q3C guidelines
Water Content (KF)	≤ 0.5%

Note: Specifications can be tailored. Please contact us for the detailed technical data sheet of a specific grade.