Description

[S(R)]-n-[(S)-[2-(Diadamantanphosphino)Phenyl](2-Naphthalenyl)Methyl]-2-Methyl-2-Propanesulfinamide is a sophisticated chiral sulfinamide ligand, distinguished by its unique diadamantylphosphino and binaphthyl-derived backbone. This compound matters as a highly effective and selective catalyst for asymmetric synthesis, enabling the production of enantiomerically pure intermediates critical for advanced pharmaceuticals and agrochemicals. It is essential for research chemists and process development scientists in the fine chemical, pharmaceutical, and agrochemical industries who require high-performance ligands for challenging transition-metal-catalyzed reactions such as hydrogenations, cross-couplings, and C-H activations.

Application

• Asymmetric Hydrogenation Catalysis: Serves as a privileged chiral ligand for the enantioselective reduction of prochiral olefins, ketones, and imines in pharmaceutical intermediate synthesis.
• Cross-Coupling Reactions: Employed in palladium or nickel-catalyzed asymmetric cross-coupling reactions (e.g., Suzuki, Heck) to construct chiral biaryl and other sterically hindered motifs.
• C-H Activation & Functionalization: Used as a ligand to direct and control the stereoselectivity in metal-catalyzed C-H bond activation processes for complex molecule construction.
• Pharmaceutical Intermediate Synthesis: Critical for the production of enantiomerically pure active pharmaceutical ingredients (APIs) for oncology, central nervous system (CNS), and cardiovascular drugs.
• Agrochemical Active Ingredient Development: Applied in the synthesis of chiral herbicides, fungicides, and insecticides where specific stereochemistry is required for bioactivity.
• Academic & Industrial R&D: A valuable tool for methodology development in academic laboratories and for scaling novel synthetic routes in process chemistry.
• Chiral Auxiliary & Reagent: Can function as a chiral auxiliary or reagent in diastereoselective synthesis due to its robust sulfinamide group.

Basic Information

Item	Details
Product Name	[S(R)]-n-[(S)-[2-(Diadamantanphosphino)Phenyl](2-Naphthalenyl)Methyl]-2-Methyl-2-Propanesulfinamide
CAS No.	2249950-37-4
Molecular Formula	C40H47NOPS
Molecular Weight	612.83 g/mol
Synonyms	(SR)-N-[(S)-[2-(Diadamantan-1-ylphosphino)phenyl](naphthalen-2-yl)methyl]-2-methylpropane-2-sulfinamide; Chiral Diadamantylphosphino-Sulfinamide Ligand; (S)-Terbutanesulfinamide-Derived Adamantylphosphine Ligand; (SR,S)-N-((2-(Diadamantan-1-ylphosphino)phenyl)(naphthalen-2-yl)methyl)-2-methylpropane-2-sulfinamide; CAS 2249950-37-4; Asymmetric Phosphine-Sulfinamide Hybrid Ligand; P,S-Bidentate Chiral Ligand
EINECS	Contact for details

Quality Control

Our [S(R)]-n-[(S)-[2-(Diadamantanphosphino)Phenyl](2-Naphthalenyl)Methyl]-2-Methyl-2-Propanesulfinamide is manufactured under strict quality management systems. Each batch undergoes rigorous analytical testing, including HPLC for chiral purity and assay, NMR for structural confirmation, and elemental analysis, to ensure it meets the high standards required for catalysis and synthesis. Certificates of Analysis (COA) with full traceability are provided with every shipment.

Storage

Preserve in a tightly closed container, protected from light. For long-term stability, store the product at 2-8°C under an inert atmosphere (argon or nitrogen) in a cool, dry place. The material is light-sensitive and easily oxidized; prolonged exposure to air, moisture, or ambient light should be avoided to maintain catalytic activity and purity.

Specification

Item	Specification
Appearance	White to off-white crystalline powder
Identification (IR)	Conforms to structure
Identification (NMR)	Conforms to structure
Purity (HPLC)	≥ 98.0%
Chiral Purity (Chiral HPLC)	≥ 99.0% ee
Water Content (KF)	≤ 0.5%
Residue on Ignition	≤ 0.1%

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