Description

R-(+)-6,6'-Bis(Diphenylphosphino)-2,2',3,3'-Tetrahydro-5,5'-Bi-1,4-Benzodioxin is a high-value, chiral bidentate phosphine ligand essential for asymmetric catalysis. Its unique atropisomeric structure provides exceptional stereochemical control in transition metal-catalyzed reactions, enabling the production of enantiomerically pure compounds. This ligand is critical for researchers and process chemists in the pharmaceutical, agrochemical, and fine chemical industries seeking to develop efficient and selective synthetic routes.

Application

• Asymmetric Hydrogenation: A premier ligand for the enantioselective reduction of prochiral olefins, enamines, and ketones, crucial for synthesizing chiral active pharmaceutical ingredients (APIs) and intermediates.
• Asymmetric Cross-Coupling Reactions: Facilitates C-C and C-X bond-forming reactions with high enantioselectivity, such as Suzuki-Miyaura and Buchwald-Hartwig aminations.
• Pharmaceutical Intermediate Synthesis: Used in the development and scale-up of chiral drugs, including β-blockers, antifungal agents, and antiviral compounds.
• Agrochemical Product Development: Enables the synthesis of enantiopure herbicides, fungicides, and plant growth regulators.
• Academic & Industrial R&D: A vital tool for methodology development in organic synthesis and catalysis research.
• Fine Chemical Manufacturing: Applied in the production of specialty chemicals, flavors, and fragrances requiring high optical purity.

Basic Information

Product Name	R-(+)-6,6'-Bis(Diphenylphosphino)-2,2',3,3'-Tetrahydro-5,5'-Bi-1,4-Benzodioxin
CAS No.	445467-61-8
Molecular Formula	C40H32O4P2
Molecular Weight	638.62 g/mol
Synonyms	(R)-(+)-2,2',3,3'-Tetrahydro-5,5'-bi-1,4-benzodioxin-6,6'-diylbis(diphenylphosphine); (R)-SYNPHOS; (R)-6,6'-Bis(diphenylphosphino)-2,2',3,3'-tetrahydro-5,5'-bibenzodioxole; (R)-DTBM-SEGPHOS (Note: DTBM-SEGPHOS is a related but different ligand); (R)-BINAP Analog (Benzodioxin-based); R-SYNPHOS Ligand; (R)-H8-BINAP Analog; Atropisomeric Diphosphine Ligand
EINECS	Contact for details

Quality Control

Our R-(+)-6,6'-Bis(Diphenylphosphino)-2,2',3,3'-Tetrahydro-5,5'-Bi-1,4-Benzodioxin is manufactured under strict quality management systems. Each batch undergoes comprehensive analytical testing, including HPLC for chiral purity and assay, NMR for structural confirmation, and specific rotation measurement to ensure identity, potency, and enantiomeric excess meet rigorous specifications. Certificates of Analysis (COA) with full traceability are provided with every shipment.

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 compound is easily oxidized and light-sensitive; prolonged exposure to air or ambient light should be avoided. Allow the sealed container to reach room temperature before opening to prevent moisture condensation.

Specification

Item	Specification
Appearance	White to off-white powder or crystals
Identification (IR)	Conforms to structure
Purity (HPLC)	≥ 98.0%
Chiral Purity (Enantiomeric Excess)	≥ 99.0% ee
Specific Rotation [α]D20	+250° to +270° (c = 1.0 in CHCl3)
Loss on Drying	≤ 0.5%
Residue on Ignition (Sulfated Ash)	≤ 0.1%

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