Description

Ethyl 2-((3R,5R,7R)-Adamantane-1-Carboxamido)-4,5-Dimethylthiophene-3-Carboxylate is a high-purity, stereochemically defined advanced pharmaceutical intermediate (API intermediate) that combines the unique structural motifs of adamantane and a substituted thiophene. This compound matters for its role as a critical building block in the synthesis of novel therapeutic agents, particularly those targeting central nervous system (CNS) disorders and viral infections, where the adamantyl group is prized for enhancing lipophilicity and metabolic stability. It is essential for R&D chemists and process development scientists in pharmaceutical companies engaged in developing new chemical entities (NCEs), especially for antiviral and neuroactive drug candidates.

Application

• Pharmaceutical Intermediate: Serves as a key chiral synthon in the multi-step synthesis of potent drug candidates, particularly those with adamantane-based pharmacophores.
• Antiviral Drug Research: Used in the development of novel antiviral agents, where the adamantane moiety is a known scaffold for compounds targeting viruses like influenza.
• Central Nervous System (CNS) Drug Discovery: Employed in creating potential neuroprotective agents, NMDA receptor antagonists, or treatments for neurodegenerative diseases due to the blood-brain barrier permeability conferred by the adamantyl group.
• Chemical Biology & Proteolysis Targeting Chimeras (PROTACs): Acts as a specialized linker or warhead component in the design of bifunctional molecules for targeted protein degradation.
• Material Science Research: Investigated as a precursor for advanced organic electronic materials or liquid crystals, leveraging the rigid, three-dimensional adamantane core.
• Custom Synthesis & Contract Manufacturing: Supplied to CDMOs (Contract Development and Manufacturing Organizations) for custom synthesis projects requiring high stereochemical purity.

Basic Information

Product Name	Ethyl 2-((3R,5R,7R)-Adamantane-1-Carboxamido)-4,5-Dimethylthiophene-3-Carboxylate
CAS No.	356586-86-2
Molecular Formula	C22H29NO3S
Molecular Weight	387.54 g/mol
Synonyms	Ethyl 2-(1-Adamantylcarboxamido)-4,5-dimethylthiophene-3-carboxylate; (3R,5R,7R)-Ethyl 2-(adamantane-1-carboxamido)-4,5-dimethylthiophene-3-carboxylate; 2-[(Tricyclo[3.3.1.13,7]dec-1-ylcarbonyl)amino]-4,5-dimethyl-3-thiophenecarboxylic acid ethyl ester; Adamantane-1-carboxylic acid [5-(ethoxycarbonyl)-3,4-dimethyl-2-thienyl]amide; CAS 356586-86-2
EINECS	Contact for details

Quality Control

Our Ethyl 2-((3R,5R,7R)-Adamantane-1-Carboxamido)-4,5-Dimethylthiophene-3-Carboxylate is manufactured under strict quality management systems. Every batch undergoes rigorous analytical testing, including chiral HPLC to confirm stereochemical purity, to ensure compliance with stringent industry standards for advanced pharmaceutical intermediates. Certificates of Analysis (COA) detailing identity, purity, and impurity profiles are provided and available upon request.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry, and well-ventilated place at a controlled room temperature (typically 15-25°C). The compound may be light-sensitive and should be handled under an inert atmosphere for long-term storage to prevent potential degradation.

Specification

Item	Specification
Appearance	White to off-white crystalline powder
Identification (IR)	Conforms to structure
Purity (HPLC)	≥ 98.0%
Chiral Purity (Chiral HPLC)	≥ 99.0% ee
Loss on Drying	≤ 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.