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(2S,5R,6R)-3,3-Dimethyl-6-[[(R)-[[(4-Methyl-2,3-Dioxopiperazin-1-Yl)Carbonyl]Amino]Phenylacetyl]Amino]-7-Oxo-4-Thia-1-Azabicyclo[3.2.0]Heptane-2-Carboxylic Acid CAS NO 59723-60-3


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CAS No.:59723-60-3

Grade:Pharmacy Grade

Content:99.9%

Brand:Customizable

Packaging:Customizable

Description

(2S,5R,6R)-3,3-Dimethyl-6-[[(R)-[[(4-Methyl-2,3-Dioxopiperazin-1-Yl)Carbonyl]Amino]Phenylacetyl]Amino]-7-Oxo-4-Thia-1-Azabicyclo[3.2.0]Heptane-2-Carboxylic Acid is a key advanced pharmaceutical intermediate, specifically a derivative of 6-aminopenicillanic acid (6-APA) with a complex piperazine-based side chain. This compound is of critical importance in the synthesis of modern β-lactam antibiotics, where its precise stereochemistry is essential for biological activity. It is primarily required by pharmaceutical manufacturers and research institutions engaged in the development and production of next-generation antibacterial agents.

Application

  • Active Pharmaceutical Ingredient (API) Synthesis: A crucial building block in the multi-step synthesis of advanced penicillin and cephalosporin-class antibiotics.
  • Pharmaceutical Research & Development: Used in medicinal chemistry for the design, optimization, and structure-activity relationship (SAR) studies of new antibacterial compounds.
  • Process Chemistry: Serves as a high-value intermediate in scaling up production processes for target antibiotic molecules in GMP facilities.
  • Reference Standard: Employed as a certified reference material (CRM) for quality control and analytical method development in pharmaceutical laboratories.
  • Bioconjugation & Prodrug Development: The reactive functional groups make it suitable for creating targeted drug delivery systems or prodrugs.

Basic Information

Product Name (2S,5R,6R)-3,3-Dimethyl-6-[[(R)-[[(4-Methyl-2,3-Dioxopiperazin-1-Yl)Carbonyl]Amino]Phenylacetyl]Amino]-7-Oxo-4-Thia-1-Azabicyclo[3.2.0]Heptane-2-Carboxylic Acid
CAS No. 59723-60-3
Molecular Formula C23H27N5O7S
Molecular Weight 517.56 g/mol
Synonyms 6-[[(R)-[[(4-Methyl-2,3-Dioxopiperazin-1-yl)carbonyl]amino]phenylacetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid; (2S,5R,6R)-6-(2-((R)-2-((4-Methyl-2,3-dioxopiperazine-1-carboxamido)-2-phenylacetamido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid; Piperacillin Intermediate; 6-APA Piperazine Derivative; Antibiotic Intermediate 59723-60-3
EINECS Contact for details

Quality Control

Our production of this high-purity pharmaceutical intermediate adheres to stringent quality management systems. Every batch undergoes comprehensive analytical testing, including HPLC for purity and chiral purity, NMR and IR for structural confirmation, and tests for residual solvents and heavy metals. A detailed Certificate of Analysis (COA) is provided with each shipment, ensuring traceability and compliance with ICH Q7 guidelines for active pharmaceutical ingredients.

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 hygroscopic (moisture-sensitive) and must be kept under an inert atmosphere (e.g., nitrogen) after opening to prevent degradation. Keep away from incompatible materials.

Specification

Item Specification
Appearance White to off-white crystalline powder
Identification (IR) Conforms to reference spectrum
Identification (HPLC) Retention time matches reference standard
Assay (HPLC) ≥ 98.0%
Chiral Purity (HPLC) ≥ 99.0% (by area)
Water Content (KF) ≤ 1.0%
Residual Solvents (GC) Complies with ICH Q3C
Heavy Metals ≤ 20 ppm

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

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Each batch undergoes strict QC, accompanied by COA, MSDS, and full compliance with international standards.

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