Description

2-Thia-5-Azabicyclo[2.2.1]Heptane-5-Carboxylic Acid, 3-Oxo-, (4-Nitrophenyl)Methyl Ester, (1S,4S)- is a high-purity, chiral bicyclic heterocyclic compound that serves as a critical synthetic intermediate in advanced pharmaceutical research and development. Its unique bridged structure, incorporating both sulfur and nitrogen atoms, makes it a valuable scaffold for constructing complex molecules with specific stereochemistry. This compound is primarily utilized by medicinal chemists and process development scientists in the pharmaceutical and biotechnology industries for the synthesis of novel active pharmaceutical ingredients (APIs) and for exploring new chemical entities.

Application

• Pharmaceutical Intermediate: A key chiral building block in the synthesis of complex drug candidates, particularly those targeting neurological and infectious diseases.
• Medicinal Chemistry Research: Used as a constrained scaffold to explore structure-activity relationships (SAR) and improve the pharmacokinetic properties of lead compounds.
• Process Chemistry Development: Serves as a starting material or intermediate in the development and scale-up of efficient synthetic routes for new chemical entities.
• Asymmetric Synthesis: Utilized in stereoselective reactions to introduce the (1S,4S) configuration into target molecules, crucial for chiral drug development.
• Protease Inhibitor Development: The bicyclic lactam structure is relevant for the design and synthesis of inhibitors for various enzymatic targets.
• Chemical Biology Probes: Can be incorporated into molecular probes for studying biological pathways and target engagement.

Basic Information

Item	Details
Product Name	2-Thia-5-Azabicyclo[2.2.1]Heptane-5-Carboxylic Acid, 3-Oxo-, (4-Nitrophenyl)Methyl Ester, (1S,4S)-
CAS No.	151072-00-3
Molecular Formula	C13H12N2O5S
Molecular Weight	308.31 g/mol
Synonyms	(1S,4S)-3-Oxo-2-thia-5-azabicyclo[2.2.1]heptane-5-carboxylic acid 4-nitrophenyl methyl ester; (1S,4S)-5-[(4-Nitrophenyl)methoxycarbonyl]-2-thia-5-azabicyclo[2.2.1]heptan-3-one; (1S,4S)-PNZ-Protected 3-Oxo-2-thia-5-azabicyclo[2.2.1]heptane-5-carboxylic Acid; (1S,4S)-p-Nitrobenzyl 3-oxo-2-thia-5-azabicyclo[2.2.1]heptane-5-carboxylate; (1S,4S)-PNZ-Thia-Azabicycloheptanone; Chiral Bicyclic β-Lactam PNZ Ester; (1S,4S)-endo-PNZ-2-Thia-5-azabicyclo[2.2.1]heptan-3-one
EINECS	Contact for details

Quality Control

Our 2-Thia-5-Azabicyclo[2.2.1]Heptane-5-Carboxylic Acid, 3-Oxo-, (4-Nitrophenyl)Methyl Ester, (1S,4S)- is manufactured under strict quality management systems. Every batch undergoes comprehensive analytical testing, including chiral purity verification by HPLC, to ensure it meets the exacting standards required for pharmaceutical R&D. A detailed Certificate of Analysis (COA) is provided with each shipment, confirming identity, purity, and enantiomeric excess.

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 light-sensitive; therefore, containers must be kept tightly sealed in a desiccated environment and handled under conditions that minimize exposure to ambient light and humidity 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
Purity (HPLC)	≥ 98.0%
Enantiomeric Excess (Chiral HPLC)	≥ 99.0%
Water Content (KF)	≤ 0.5%
Residue on Ignition	≤ 0.1%
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.