Description

Methyl [2S-[2Alpha,5Alpha,6Alpha(S*)]]-6-(1-Hydroxyethyl)-3,3-Dimethyl-7-Oxo-4-Thia-1-Azabicyclo[3.2.0]Heptane-2-Carboxylate is a key pharmaceutical intermediate, specifically a protected derivative of the penicillin core structure. This compound is critical for the synthesis of advanced β-lactam antibiotics, offering a versatile building block for research and production. It is primarily utilized by pharmaceutical manufacturers, research institutions, and fine chemical suppliers engaged in the development and production of novel antibacterial agents.

Application

• Pharmaceutical Intermediate: Serves as a crucial precursor in the multi-step synthesis of semi-synthetic penicillin and cephalosporin antibiotics.
• Antibiotic Research & Development: Used in medicinal chemistry for the design, modification, and structure-activity relationship (SAR) studies of new β-lactam molecules.
• Fine Chemical Synthesis: Acts as a specialized chiral building block for constructing complex heterocyclic compounds in advanced organic synthesis.
• Process Chemistry: Employed in the scale-up and optimization of manufacturing routes for active pharmaceutical ingredients (APIs) in the antibacterial class.
• Reference Standard: Can be used as a high-purity analytical standard for quality control and method validation in pharmaceutical analysis.

Basic Information

Item	Details
Product Name	Methyl [2S-[2Alpha,5Alpha,6Alpha(S*)]]-6-(1-Hydroxyethyl)-3,3-Dimethyl-7-Oxo-4-Thia-1-Azabicyclo[3.2.0]Heptane-2-Carboxylate
CAS No.	76581-81-2
Molecular Formula	C12H19NO5S
Molecular Weight	289.35 g/mol
Synonyms	Methyl (2S,5R,6R)-6-[(1R)-1-Hydroxyethyl]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate; Methyl 6-(1-Hydroxyethyl)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate; Penicillin G Methyl Ester Derivative; 6-APA Methyl Ester Protected Intermediate; (2S,5R,6R)-6-[(1R)-1-Hydroxyethyl]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid methyl ester
EINECS	Contact for details

Quality Control

Our Methyl [2S-[2Alpha,5Alpha,6Alpha(S*)]]-6-(1-Hydroxyethyl)-3,3-Dimethyl-7-Oxo-4-Thia-1-Azabicyclo[3.2.0]Heptane-2-Carboxylate is produced under strict quality management systems. Each batch undergoes rigorous analytical testing, including HPLC for purity and chiral purity assessment, to ensure it meets the high standards required for pharmaceutical intermediates. Certificates of Analysis (COA) with detailed specifications are provided for every shipment to guarantee traceability and batch-to-batch consistency.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry, and well-ventilated place at a controlled room temperature (15-25°C). Due to its hygroscopic nature, the container must be kept tightly sealed after opening to prevent moisture absorption, which may affect stability and purity. For long-term storage, consider using desiccants.

Specification

Item	Specification
Appearance	White to off-white crystalline powder
Identification (IR)	Conforms to structure
Assay (HPLC)	≥ 98.0%
Chiral Purity (HPLC)	≥ 99.0%
Water Content (KF)	≤ 1.0%
Residue on Ignition	≤ 0.1%
Related Substances (HPLC)	Individual impurity ≤ 0.5%; Total impurities ≤ 1.5%

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