Description

(1S,3S,5R,6R)-(4-Nitrophenylmethyl)-1-Dioxo-6-Phenylacetamido-Penam-3-Carboxylate is a high-purity, advanced pharmaceutical intermediate belonging to the penam class of β-lactam compounds. This compound is critical for the synthesis and research of novel antibiotics and other therapeutic agents, offering a key chiral building block for complex molecular architectures. It is primarily utilized by research institutions, pharmaceutical R&D laboratories, and fine chemical manufacturers engaged in the development of next-generation antibacterial drugs and specialized active pharmaceutical ingredients (APIs).

Application

• Pharmaceutical Intermediate: Serves as a crucial chiral synthon in the multi-step synthesis of novel β-lactam antibiotics and related bioactive molecules.
• Antibacterial Drug Research: Used as a key precursor in R&D for developing new penam and penem-based antibacterial agents with targeted mechanisms of action.
• Process Chemistry & Scale-Up: Employed in process development and optimization studies for the commercial production of complex pharmaceutical actives.
• Academic & Institutional Research: Utilized in university and institutional laboratories for studying β-lactam chemistry, structure-activity relationships (SAR), and enzymatic inhibition.
• Fine Chemical Synthesis: Acts as a specialized building block for constructing complex, stereochemically defined molecules in custom synthesis projects.
• Reference Standard: Can be supplied as a high-purity analytical standard for quality control and method development in pharmaceutical analysis.

Basic Information

Product Name	(1S,3S,5R,6R)-(4-Nitrophenylmethyl)-1-Dioxo-6-Phenylacetamido-Penam-3-Carboxylate
CAS No.	54275-93-3
Molecular Formula	C22H19N3O7S
Molecular Weight	469.47 g/mol
Synonyms	6β-Phenylacetamidopenicillanic Acid 1,1-Dioxide 4-Nitrobenzyl Ester; 4-Nitrobenzyl (2S,5R,6R)-6-(2-phenylacetamido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate 1,1-Dioxide; 4-Nitrobenzyl 6β-phenylacetamidopenicillanate 1,1-Dioxide; PNBP; 4-Nitrobenzyl Ester of 6-Phenylacetamidopenicillanic Acid Sulfone; (2S,5R,6R)-6-[(2-Phenylacetyl)amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic Acid 4-Nitrobenzyl Ester S,S-Dioxide
EINECS	Contact for details

Quality Control

Our (1S,3S,5R,6R)-(4-Nitrophenylmethyl)-1-Dioxo-6-Phenylacetamido-Penam-3-Carboxylate is manufactured under strict quality management systems. Each batch undergoes rigorous analytical testing, including HPLC for purity and chiral integrity, NMR for structural confirmation, and loss on drying for moisture content, to ensure it meets the stringent requirements for pharmaceutical R&D. A comprehensive Certificate of Analysis (COA) detailing all specifications and test results is provided with every shipment.

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 material is hygroscopic (moisture-sensitive) and light-sensitive; therefore, containers must be kept tightly sealed in a dry environment and away from direct light exposure to maintain stability and purity.

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 (HPLC)	≥ 99.0%
Loss on Drying	≤ 1.0%
Residue on Ignition	≤ 0.5%
Single Unknown Impurity (HPLC)	≤ 0.5%
Total Impurities (HPLC)	≤ 2.0%

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