Description

(1R,3R,5R,7R)-4-Iodo-2,6-Adamantanedione is a high-purity, stereochemically defined iodinated adamantane derivative, serving as a critical advanced intermediate in organic synthesis. Its rigid, three-dimensional adamantane core and strategically placed iodine and ketone functional groups make it an invaluable building block for constructing complex molecular architectures. This compound is primarily sought after by research chemists and process development scientists in the pharmaceutical and agrochemical industries for applications in medicinal chemistry, materials science, and catalysis.

Application

• Pharmaceutical Intermediate: Key precursor in the synthesis of novel drug candidates, particularly for central nervous system (CNS) targets and antiviral agents, leveraging the adamantane scaffold's metabolic stability and lipophilicity.
• Agrochemical Research: Used in developing new active ingredients for crop protection, where the adamantane structure can enhance photostability and biological activity.
• Ligand & Catalyst Development: Serves as a sophisticated backbone for creating sterically demanding ligands in transition metal catalysis and organocatalysis.
• Materials Science Precursor: Building block for high-performance polymers, dendrimers, and metal-organic frameworks (MOFs) due to its thermal stability and defined geometry.
• Radiolabeling Studies: The iodine atom provides a handle for potential radioiodination (123I, 125I, 131I) for imaging and diagnostic research.
• Cross-Coupling Reactions: Excellent substrate for palladium-catalyzed reactions (e.g., Suzuki, Sonogashira) to introduce complex adamantyl groups into molecular systems.

Basic Information

Product Name	(1R,3R,5R,7R)-4-Iodo-2,6-Adamantanedione
CAS No.	19305-95-4
Molecular Formula	C10H11IO2
Molecular Weight	290.10 g/mol
Synonyms	4-Iodo-2,6-adamantanedione; (1R,3R,5R,7R)-4-Iodoadamantane-2,6-dione; 4-Iodoadamantane-2,6-dione; 1-Iodo-3,5-dioxoadamantane; Adamantane, 4-iodo-2,6-dioxo-; (1R,3R,5R,7R)-rel-4-Iodoadamantane-2,6-dione
EINECS	Contact for details

Quality Control

Every batch of (1R,3R,5R,7R)-4-Iodo-2,6-Adamantanedione is manufactured under strict quality management systems and undergoes comprehensive analytical testing to ensure identity, purity, and stereochemical integrity. We provide full traceability and Certificates of Analysis (COA) are available for all shipments, detailing key parameters such as assay, enantiomeric excess, and impurity profiles. Our quality commitment aligns with the standards required for advanced research and pre-clinical development.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry place at a controlled room temperature (15-25°C). The compound is light-sensitive and should be handled under appropriate conditions to maintain stability.

Specification

Item	Specification
Appearance	White to off-white crystalline powder
Identification (IR)	Conforms to structure
Purity (HPLC)	≥ 97.0%
Enantiomeric Excess (Chiral HPLC)	≥ 99.0%
Melting Point	Contact for details
Heavy Metals	< 20 ppm
Residual Solvents (GC)	Complies with ICH guidelines
Water Content (KF)	< 0.5%

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