Description

Phosphine, 1,1'-[(5S)-2,2',3,3'-Tetrahydro[5,5'-Bi-1,4-Benzodioxin]-6,6'-Diyl]Bis[1,1-Bis[3,5-Bis(trimethylsilyl)phenyl]- is a sophisticated, chiral organophosphorus compound featuring a central phosphine core flanked by sterically demanding, silyl-protected aromatic groups. This compound matters as a highly specialized ligand for asymmetric catalysis, where its precise three-dimensional structure is critical for inducing enantioselectivity in chemical transformations. It is primarily needed by research chemists and process development scientists in the pharmaceutical and fine chemical industries for the synthesis of chiral intermediates and active pharmaceutical ingredients (APIs).

Application

• Asymmetric Hydrogenation: As a chiral phosphine ligand for transition metal catalysts (e.g., Rh, Ru, Ir) in the enantioselective reduction of prochiral olefins, ketones, and imines.
• Cross-Coupling Reactions: As a supporting ligand in palladium-catalyzed asymmetric cross-coupling reactions, such as Suzuki-Miyaura or Buchwald-Hartwig amination, to construct chiral biaryl or C-N bonds.
• Pharmaceutical Intermediate Synthesis: For the production of enantiomerically pure intermediates in the development of new therapeutic agents, including small molecule drugs.
• Academic & Industrial R&D: As a key reagent in methodological research for developing new catalytic asymmetric processes.
• Material Science Precursor: Potential use in the synthesis of chiral organometallic complexes for advanced materials.

Basic Information

Product Name	Phosphine, 1,1'-[(5S)-2,2',3,3'-Tetrahydro[5,5'-Bi-1,4-Benzodioxin]-6,6'-Diyl]Bis[1,1-Bis[3,5-Bis(trimethylsilyl)phenyl]-
CAS No.	2757287-32-2
Molecular Formula	C62H86O4P2Si8
Molecular Weight	1150.06 g/mol (Contact for exact details)
Synonyms	(S)-DTBM-SEGPHOS; (5S)-2,2',3,3'-Tetrahydro-6,6'-bis[bis[3,5-bis(trimethylsilyl)phenyl]phosphino]-5,5'-bi-1,4-benzodioxin; DTBM-SEGPHOS; S-DTBM-SEGPHOS; (S)-DTBM-SEGPHOS ligand; 6,6'-Bis[bis(3,5-bis(trimethylsilyl)phenyl)phosphino]-2,2',3,3'-tetrahydro-5,5'-bi-1,4-benzodioxin; (S)-(-)-DTBM-SEGPHOS; Asymmetric DTBM-SEGPHOS ligand.
EINECS	Contact for details

Quality Control

Our high-value chiral ligands are produced and handled under strict quality-controlled environments to ensure batch-to-batch consistency and optimal catalytic performance. Each lot is characterized by advanced analytical techniques including NMR, HPLC, and chiral analysis to confirm chemical identity, high purity, and enantiomeric excess. A comprehensive Certificate of Analysis (COA) detailing all specifications is provided with every shipment.

Storage

Preserve in a tightly closed container, protected from light. Store under an inert atmosphere (argon or nitrogen) at 2-8°C or as specified on the label. This compound is easily oxidized (store under inert atmosphere) and light-sensitive (store away from light). Allow the container to reach room temperature before opening to prevent moisture condensation.

Specification

Item	Specification
Appearance	White to off-white powder or crystals
Identification (NMR)	Conforms to structure
Purity (HPLC)	≥ 97.0%
Enantiomeric Excess (Chiral HPLC)	≥ 99.0% ee
Solubility Test	Soluble in common organic solvents (Toluene, THF, DCM)

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