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(S)-(-)-2,2'-Bis[Bis(3,5-Di-T-Butyl-4-Methoxyphenyl)Phosphino]-1,1'-Binaphthyl CAS NO 541502-07-2


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CAS No.:541502-07-2

Grade:Pharmacy Grade

Content:99.9%

Brand:Customizable

Packaging:Customizable

Description

(S)-(-)-2,2'-Bis[Bis(3,5-Di-T-Butyl-4-Methoxyphenyl)Phosphino]-1,1'-Binaphthyl is a highly specialized, chiral bisphosphine ligand crucial for enabling precise stereochemical control in asymmetric synthesis. Its value lies in its ability to induce high enantioselectivity in catalytic reactions, directly impacting the efficiency and purity of advanced chemical manufacturing. This compound is essential for researchers and process chemists in the pharmaceutical, agrochemical, and fine chemical industries developing novel active ingredients and high-value intermediates.

Application

  • Asymmetric Hydrogenation Catalysis: A premier ligand for the enantioselective hydrogenation of prochiral olefins, ketones, and imines in pharmaceutical intermediate synthesis.
  • Asymmetric C-C Bond Formation: Critical for Rhodium or Ruthenium-catalyzed reactions like conjugate additions and cross-couplings to construct chiral centers.
  • Process Development & Optimization: Used in R&D and scale-up to improve the yield and enantiomeric excess (ee) of chiral target molecules.
  • Chiral Auxiliary Synthesis: Employed in the preparation of other chiral ligands or catalysts with tailored steric and electronic properties.
  • Academic & Industrial Research: A valuable tool for methodological studies in organometallic chemistry and new reaction discovery.

Basic Information

Product Name (S)-(-)-2,2'-Bis[Bis(3,5-Di-T-Butyl-4-Methoxyphenyl)Phosphino]-1,1'-Binaphthyl
CAS No. 541502-07-2
Molecular Formula C72H88O4P2
Molecular Weight 1071.40 g/mol
Synonyms (S)-DTBM-SEGPHOS; (S)-(-)-DTBM-SEGPHOS; (S)-5,5'-Bis[di(3,5-di-tert-butyl-4-methoxyphenyl)phosphino]-4,4'-bi-1,3-benzodioxole; (S)-DTBM-Segphos; SEGPHOS, 3,5-di-tert-butyl-4-methoxyphenyl; (S)-2,2'-Bis[bis(3,5-di-tert-butyl-4-methoxyphenyl)phosphino]-1,1'-binaphthyl; (S)-(-)-2,2'-Bis[bis(3,5-di-t-butyl-4-methoxyphenyl)phosphino]-1,1'-binaphthyl
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Quality Control

Our production of (S)-DTBM-SEGPHOS adheres to stringent quality protocols to ensure batch-to-batch consistency and high catalytic performance. Each lot is characterized by advanced analytical techniques including HPLC, 31P NMR, and 1H NMR to confirm chemical identity, enantiomeric purity, and ligand integrity. Certificates of Analysis (COA) detailing specifications such as assay, chiral purity, and residual solvent levels are provided with every shipment.

Storage

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

Specification

Item Specification
Appearance Off-white to pale yellow powder or crystals
Identification (IR) Conforms to structure
Identification (31P NMR) Conforms to structure
Purity (HPLC) ≥ 97.0%
Chiral Purity (HPLC) ≥ 99.0% ee
Loss on Drying ≤ 0.5%

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

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