Description

2-Azetidinone, 3-Azido-1-2-(1,1-Dimethylethyl)Dimethylsilyloxymethyl-6-(Phenylmethoxy)Phenyl-4-(Hydroxymethyl)-, cis- is a highly functionalized, advanced pharmaceutical intermediate belonging to the β-lactam class, specifically engineered for complex synthetic pathways. Its core value lies in its unique cis-configured azetidinone ring, which serves as a critical building block for constructing novel bioactive molecules with targeted therapeutic effects. This compound is essential for research chemists and process development scientists in the pharmaceutical and biotechnology industries, particularly those focused on developing next-generation antibiotics and enzyme inhibitors.

Application

• Key Intermediate in Novel β-Lactam Antibiotic Synthesis: Serves as a pivotal precursor in the research and development of new penem and carbapenem analogs to combat antibiotic-resistant bacteria.
• Protease Inhibitor Scaffold Development: Utilized in medicinal chemistry for constructing core structures of inhibitors targeting serine and cysteine proteases.
• Chemical Biology Probe Synthesis: The azido group enables click chemistry (e.g., CuAAC) for labeling and studying biological targets and pathways.
• Peptidomimetic and Constrained Peptide Research: The β-lactam ring provides a rigid, conformationally restricted scaffold to mimic peptide secondary structures.
• Process Chemistry & Scale-Up Studies: Used in optimizing synthetic routes for the commercial production of complex active pharmaceutical ingredients (APIs).
• Academic and Institutional Research: A valuable tool for investigating new organic methodologies and reaction mechanisms involving strained heterocycles.

Basic Information

Product Name	2-Azetidinone, 3-Azido-1-2-(1,1-Dimethylethyl)Dimethylsilyloxymethyl-6-(Phenylmethoxy)Phenyl-4-(Hydroxymethyl)-, cis-
CAS No.	68847-73-4
Molecular Formula	C24H32N4O4Si
Molecular Weight	468.63 g/mol
Synonyms	cis-3-Azido-4-(hydroxymethyl)-1-[2-[(tert-butyldimethylsilyloxy)methyl]-6-(benzyloxy)phenyl]azetidin-2-one; 3-Azido-4-(hydroxymethyl)-1-[2-[(tert-butyldimethylsilyloxy)methyl]-6-(benzyloxy)phenyl]-2-azetidinone (cis-); (3S,4R)-3-Azido-4-(hydroxymethyl)-1-[2-[(tert-butyldimethylsilyloxy)methyl]-6-(benzyloxy)phenyl]azetidin-2-one; TBS-protected azido hydroxy azetidinone intermediate; Advanced β-lactam intermediate; Benzyloxy phenyl azetidinone derivative
EINECS	Contact for details

Quality Control

Every batch of this advanced intermediate is produced and analyzed under strict quality management protocols to ensure reproducible purity and structural integrity critical for sensitive downstream chemistry. Our standard quality commitment includes comprehensive characterization by HPLC, NMR, and MS to confirm identity, isomeric purity (cis- configuration), and potency. Certificates of Analysis (COA) detailing all relevant specifications are provided with each shipment. We support development under cGMP guidelines for pharmaceutical research applications.

Storage

Preserve in a tightly closed container, protected from light. For long-term stability, store at -20°C or below under an inert atmosphere (argon or nitrogen). The compound is moisture-sensitive and should be handled in a dry environment. Allow the sealed container to equilibrate to room temperature before opening to prevent condensation.

Specification

Item	Specification
Appearance	White to off-white solid
Identification (HPLC)	Conforms to reference standard
Identification (NMR)	Conforms to structure
Purity (HPLC)	≥ 95.0% (Area %)
Isomeric Purity (cis-)	≥ 98.0% (by HPLC/NMR)
Water Content (KF)	≤ 1.0%
Residual Solvents (GC)	Meets ICH Q3C guidelines

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