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(R)-(+)-2,2'-Bis(n-Diphenylphosphinoamino)-5,5',6,6',7,7',8,8'-Octahydro-1,1'-Binaphthyl CAS NO 229177-79-1


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CAS No.:229177-79-1

Grade:Pharmacy Grade

Content:99.9%

Brand:Customizable

Packaging:Customizable

Description

(R)-(+)-2,2'-Bis(n-Diphenylphosphinoamino)-5,5',6,6',7,7',8,8'-Octahydro-1,1'-Binaphthyl CAS NO 229177-79-1 is a high-value, chiral bisphosphine ligand derived from the H8-BINAP scaffold, where the phosphorus atoms are functionalized with diphenylphosphinoamino groups. This structural modification imparts unique electronic and steric properties, making it a highly effective catalyst for asymmetric synthesis. It is primarily sought after by research and development teams in the pharmaceutical and fine chemical industries for creating enantiomerically pure intermediates and active pharmaceutical ingredients (APIs).

Application

  • Asymmetric Hydrogenation: A premier ligand for the enantioselective hydrogenation of prochiral olefins, ketones, and imines, critical for producing chiral alcohols and amines.
  • Pharmaceutical Intermediate Synthesis: Enables the synthesis of complex, single-enantiomer building blocks for drug discovery and development programs.
  • Asymmetric C-C Bond Formation: Catalyzes key reactions such as cross-coupling, allylic alkylation, and hydroformylation with high stereoselectivity.
  • Agrochemical Research: Used in the development of chiral pesticides and herbicides where specific stereochemistry is required for bioactivity.
  • Academic & Industrial R&D: A valuable tool for methodology development in organic and organometallic chemistry laboratories.
  • Catalyst Screening Libraries: Serves as a component in high-throughput screening for identifying optimal catalytic systems for challenging transformations.

Basic Information

Item Details
Product Name (R)-(+)-2,2'-Bis(n-Diphenylphosphinoamino)-5,5',6,6',7,7',8,8'-Octahydro-1,1'-Binaphthyl
CAS No. 229177-79-1
Molecular Formula C52H48N2P2
Molecular Weight 762.90 g/mol
Synonyms (R)-H8-BINAP(NHPh)2; (R)-(+)-H8-BINAP-DPPA; (R)-2,2'-Bis(diphenylphosphinoamino)-5,5',6,6',7,7',8,8'-octahydro-1,1'-binaphthyl; (R)-Octahydro-BINAP-DPPA; (R)-H8-BINAP(NHPPh2)2; (R)-1,1'-Binaphthalene-2,2'-diylbis[N-(diphenylphosphanyl)amine]; (R)-DPPA-H8-BINAP
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Quality Control

Every batch of our chiral ligand is produced and tested under strict quality management to ensure exceptional purity and enantiomeric excess (ee). We provide comprehensive Certificates of Analysis (COA) that include data from NMR (1H, 31P), HPLC, and chiral analysis. Our quality commitment aligns with the standards expected for GMP-ready intermediates and high-purity research chemicals.

Storage

Preserve in a tightly closed container, protected from light. For long-term stability, store under an inert atmosphere (argon or nitrogen) at 2-8°C. This product is easily oxidized and moisture-sensitive; ensure the container is sealed immediately after use and stored in a cool, dry, and well-ventilated area.

Specification

Item Specification
Appearance Off-white to light yellow powder
Identification (IR) Conforms to structure
Purity (HPLC) ≥ 97.0%
Enantiomeric Excess (ee) ≥ 99.0%
Solubility Test Soluble in common organic solvents (THF, DCM, Toluene)

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

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