Description

(4S,4'S,5R,5'R)-2,2'-Cyclopropylidenebis[4,5-Dihydro-4,5-Diphenyl-Oxazole] is a high-purity, chiral bis-oxazoline ligand with significant utility in asymmetric synthesis. Its rigid cyclopropylidene backbone and defined stereochemistry make it an exceptional catalyst component for inducing high enantioselectivity in critical organic transformations. This compound is essential for R&D and production chemists in the pharmaceutical, agrochemical, and fine chemical industries who require reliable, high-performance chiral auxiliaries.

Application

• Asymmetric Catalysis: As a privileged chiral ligand for transition metal-catalyzed reactions, including enantioselective cyclopropanations, Diels-Alder reactions, and aldol additions.
• Pharmaceutical Intermediates: Synthesis of chiral active pharmaceutical ingredients (APIs) where high enantiomeric excess (ee) is critical for efficacy and safety.
• Agrochemical Synthesis: Production of enantiomerically pure herbicides, fungicides, and pesticides with improved activity and environmental profile.
• Academic & Industrial R&D: A key tool for method development in organic chemistry and process chemistry optimization.
• Fine Chemical Manufacturing: Enantioselective synthesis of specialty chemicals, flavors, and fragrances.
• Material Science: Potential use in the development of chiral polymers and advanced functional materials.

Basic Information

Item	Details
Product Name	(4S,4'S,5R,5'R)-2,2'-Cyclopropylidenebis[4,5-Dihydro-4,5-Diphenyl-Oxazole]
CAS No.	229184-97-8
Molecular Formula	C35H28N2O2
Molecular Weight	508.61 g/mol
Synonyms	(4S,4'S,5R,5'R)-2,2'-(Cyclopropylidene)bis[4,5-dihydro-4,5-diphenyloxazole]; (S,S,R,R)-Cyclopropylidenebis(diphenyloxazoline); (S,S,R,R)-CpBox; Chiral Bis(oxazoline) Ligand; BOX Ligand Derivative; (4S,4'S,5R,5'R)-DiphOx-Cp; (S,S,R,R)-2,2'-(1-Methylethylidene)bis(4,5-dihydro-4,5-diphenyloxazole) (related structure)
EINECS	Contact for details

Quality Control

Our production of this chiral ligand adheres to strict quality protocols to ensure batch-to-batch consistency and high enantiomeric purity. Each lot is characterized by advanced analytical techniques including HPLC, chiral HPLC, and NMR to confirm identity, chemical 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 in a cool, dry place at a controlled room temperature (15-25°C). This compound is hygroscopic (moisture-sensitive) and should be handled in a dry environment to prevent degradation.

Specification

Item	Specification
Appearance	White to off-white crystalline powder
Identification (IR)	Conforms to structure
Purity (HPLC)	≥ 98.0%
Enantiomeric Excess (Chiral HPLC)	≥ 99.0% ee
Melting Point	Contact for details
Loss on Drying	≤ 0.5%
Residue on Ignition	≤ 0.1%

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