Description

[2S-[2Alpha[2'R*,5'S*,6'S*(S*)],5Alpha,6Beta(S*)]]-6-[(Aminophenylacetyl)Amino]-3,3-Dimethyl-7-Oxo-4-Thia-1-Azabicyclo[3.2.0]Heptane-2-Carboxylic Anhydride is a key advanced pharmaceutical intermediate, specifically a protected anhydride derivative of a β-lactam core structure. This compound is of critical importance for the synthesis of high-value, semi-synthetic antibiotics, offering a controlled pathway for introducing specific side chains. It is primarily required by pharmaceutical R&D laboratories and active pharmaceutical ingredient (API) manufacturers engaged in the development and production of novel or generic antibiotic formulations.

Application

• Synthesis of β-Lactam Antibiotics: Serves as a crucial building block in the multi-step synthesis of advanced cephalosporin and penicillin analogs.
• Pharmaceutical Research & Development: Used in medicinal chemistry for structure-activity relationship (SAR) studies and the creation of new antibiotic candidates with improved efficacy or resistance profiles.
• Active Pharmaceutical Ingredient (API) Manufacturing: Employed as a high-purity intermediate in the commercial-scale GMP production of antibiotic APIs.
• Process Chemistry Optimization: Utilized for developing and scaling up efficient, cost-effective synthetic routes for complex antibiotic molecules.
• Reference Standard: Can be supplied as a high-purity analytical standard for quality control and method validation in pharmaceutical analysis.

Basic Information

Product Name	[2S-[2Alpha[2'R*,5'S*,6'S*(S*)],5Alpha,6Beta(S*)]]-6-[(Aminophenylacetyl)Amino]-3,3-Dimethyl-7-Oxo-4-Thia-1-Azabicyclo[3.2.0]Heptane-2-Carboxylic Anhydride
CAS No.	71700-97-5
Molecular Formula	C19H21N3O4S
Molecular Weight	387.45 g/mol
Synonyms	(2S,5R,6R)-6-[(R)-2-Amino-2-phenylacetamido]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid anhydride; 6-APA Anhydride Derivative; D-(-)-α-Aminophenylacetic acid 6-amide of 6-aminopenicillanic acid anhydride; Ampicillin Anhydride Intermediate; Protected 6-APA Anhydride; 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid derivative; Penicillin G Anhydride Analog
EINECS	Contact for details

Quality Control

Our production of this high-value intermediate adheres to strict quality management systems, ensuring batch-to-batch consistency and traceability. Quality is verified through a comprehensive suite of analytical techniques including HPLC for purity and impurity profiling, NMR for structural confirmation, and KF titration for moisture content. A detailed Certificate of Analysis (COA) is provided with each shipment, documenting all critical specifications. We support development and commercial projects requiring compliance with ICH guidelines.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry, and well-ventilated place. Due to its hygroscopic nature, the container must be kept tightly sealed in a dry environment. Recommended long-term storage at controlled room temperature (15-25°C).

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%
Water Content (KF)	≤ 1.0%
Related Substances (HPLC)	Total impurities ≤ 2.0% Any single impurity ≤ 0.5%
Residual Solvents (GC)	Complies with ICH Q3C guidelines

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