Description

[1,1′-Biphenyl]-2-Yldi[(3S,5S,7S)-1-Adamantanyl]Phosphine CAS NO 224311-55-1 is a specialized, sterically hindered phosphine ligand featuring a biphenyl backbone and two chiral adamantyl substituents. This compound matters as a highly effective chiral auxiliary in asymmetric catalysis, enabling the synthesis of enantiomerically pure compounds with high selectivity and yield. It is primarily needed by research chemists and process development scientists in the pharmaceutical and fine chemical industries for advanced synthetic transformations, including cross-coupling and hydrogenation reactions.

Application

• Asymmetric Catalysis: As a chiral ligand for transition metal catalysts (e.g., Pd, Rh, Ru) in enantioselective synthesis.
• Pharmaceutical Intermediates: For the production of chiral active pharmaceutical ingredients (APIs) requiring high enantiomeric excess.
• Cross-Coupling Reactions: Facilitating Suzuki-Miyaura, Buchwald-Hartwig, and other C-C/C-N bond-forming reactions under mild conditions.
• Hydrogenation & Hydrosilylation: Enabling asymmetric hydrogenation of alkenes and ketones or hydrosilylation reactions.
• Methodology Development: Serving as a key reagent in academic and industrial research for developing new catalytic protocols.
• Fine Chemical Synthesis: Used in the production of specialty chemicals, agrochemicals, and flavors & fragrances where chirality is critical.

Basic Information

Product Name	[1,1′-Biphenyl]-2-Yldi[(3S,5S,7S)-1-Adamantanyl]Phosphine
CAS No.	224311-55-1
Molecular Formula	C38H47P
Molecular Weight	534.75 g/mol
Synonyms	(S,S)-Biphenyl-2-yldi(1-adamantyl)phosphine; (S)-Biphep-Ad; (S)-DTBM-Biphep; (S)-2,2'-Bis(di(1-adamantyl)phosphino)-1,1'-biphenyl; (S)-2,2'-Bis(di(tricyclo[3.3.1.13,7]dec-1-yl)phosphino)-1,1'-biphenyl; (S)-DTBM-SEGPHOS (related analog); Chiral DTBM ligand; Contact for details on additional trade names.
EINECS	Contact for details

Quality Control

Our [1,1′-Biphenyl]-2-Yldi[(3S,5S,7S)-1-Adamantanyl]Phosphine is manufactured under strict quality systems to ensure batch-to-batch consistency and high chiral purity. Each lot undergoes rigorous analytical testing, including chiral HPLC, 31P NMR, and 1H NMR, to confirm identity, enantiomeric excess, and chemical purity. Certificates of Analysis (COA) detailing all specifications are 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 material is easily oxidized and light-sensitive; prolonged exposure to air, moisture, or light should be avoided to maintain stability and catalytic activity.

Specification

Item	Specification
Appearance	White to off-white powder or crystals
Identification (IR)	Conforms to structure
Identification (31P NMR)	Conforms to structure
Purity (HPLC)	≥ 97.0%
Enantiomeric Excess (Chiral HPLC)	≥ 99.0%
Loss on Drying	≤ 0.5%

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