Description

(3Ar,8Ar)-(-)-4,4,8,8-Tetrakis (3,5-Dimethylphenyl)Tetrahydro-2,2-Dimethyl-6-Phenyl-1,3-Dioxolo[4,5-E]Dioxaphosphepin is a sophisticated chiral phosphine ligand, a key component in asymmetric catalysis. Its value lies in enabling highly selective and efficient chemical transformations, crucial for producing enantiomerically pure intermediates in pharmaceutical and fine chemical synthesis. This compound is essential for research chemists and process development scientists in the pharmaceutical, agrochemical, and advanced materials sectors who require precise stereochemical control.

Application

• Asymmetric Hydrogenation: A critical ligand for the enantioselective reduction of prochiral olefins, ketones, and imines in pharmaceutical intermediate synthesis.
• Cross-Coupling Reactions: Used in palladium-catalyzed C-C and C-X bond-forming reactions (e.g., Suzuki, Heck, Buchwald-Hartwig) to construct complex molecular architectures.
• Asymmetric Allylic Substitution: Facilitates the creation of chiral centers with high enantiomeric excess in allylic alkylation and amination reactions.
• Hydrosilylation: Employed in the catalytic addition of silicon-hydrogen bonds to unsaturated compounds for the production of chiral organosilanes.
• Pharmaceutical Process R&D: A vital tool for developing efficient, scalable synthetic routes to active pharmaceutical ingredients (APIs) and their chiral precursors.
• Agrochemical Synthesis: Used in the production of enantiomerically pure herbicides, fungicides, and plant growth regulators.
• Academic & Industrial Research: Serves as a benchmark ligand in methodological development for new catalytic asymmetric transformations.

Basic Information

Product Name	(3Ar,8Ar)-(-)-4,4,8,8-Tetrakis (3,5-Dimethylphenyl)Tetrahydro-2,2-Dimethyl-6-Phenyl-1,3-Dioxolo[4,5-E]Dioxaphosphepin
CAS No.	1019840-96-0
Molecular Formula	C47H48O4P2
Molecular Weight	738.82 g/mol
Synonyms	(-)-DTBM-SEGPHOS; (R)-DTBM-SEGPHOS; (R)-5,5'-Bis[di(3,5-di-tert-butyl-4-methoxyphenyl)phosphino]-4,4'-bi-1,3-benzodioxole; DTBM-SEGPHOS ligand; SEGPHOS derivative; Chiral diphosphine ligand; Asymmetric hydrogenation ligand; 2,2'-Bis(di(3,5-di-tert-butyl-4-methoxyphenyl)phosphino)-5,5',6,6',7,7',8,8'-octahydro-1,1'-binaphthyl (common mis-assignment check).
EINECS	Contact for details

Quality Control

Our (3Ar,8Ar)-(-)-4,4,8,8-Tetrakis (3,5-Dimethylphenyl)Tetrahydro-2,2-Dimethyl-6-Phenyl-1,3-Dioxolo[4,5-E]Dioxaphosphepin is produced and handled under strict quality management protocols. Each batch undergoes comprehensive analytical testing, including chiral purity assessment by HPLC, to ensure high chemical and enantiomeric purity suitable for demanding catalytic applications. Certificates of Analysis (COA) with detailed specifications are provided to guarantee traceability, consistency, and compliance with your research or process requirements.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry place at a controlled room temperature (15-25°C). Due to its hygroscopic (moisture-sensitive) nature, the container should be kept sealed under an inert atmosphere (argon or nitrogen) after opening to prevent degradation. For long-term storage, consider storing at 2-8°C.

Specification

Item	Specification
Appearance	White to off-white powder or crystals
Identification (IR)	Conforms to structure
Purity (HPLC)	≥ 97.0%
Chiral Purity (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.