Description

(4S,4'S)-2,2'-(1,3-Dihydro-2H-Inden-2-Ylidene)Bis[4,5-Dihydro-4-Phenyloxazole is a high-purity chiral bis(oxazoline) ligand, a critical component in asymmetric synthesis. Its value lies in its ability to act as a highly effective and selective catalyst for a wide range of enantioselective transformations, including cyclopropanations, Diels-Alder reactions, and various C–H functionalizations. This compound is essential for research chemists and process development scientists in the pharmaceutical, agrochemical, and fine chemical industries who require precise stereochemical control to synthesize complex, single-enantiomer molecules.

Application

• Asymmetric Catalysis: As a privileged chiral ligand for transition metals (e.g., Cu, Fe, Ni) to catalyze enantioselective reactions.
• Pharmaceutical Intermediate Synthesis: For the production of chiral active pharmaceutical ingredients (APIs) requiring high enantiomeric excess.
• Agrochemical Research: In the development of enantiomerically pure herbicides, fungicides, and pesticides.
• Fine Chemical Manufacturing: Enabling the synthesis of specialty chemicals, flavors, and fragrances with specific stereochemistry.
• Academic & Industrial R&D: A fundamental tool in methodological development for new asymmetric synthetic protocols.
• Material Science: Potential use in creating chiral polymers or frameworks with specialized optical properties.

Basic Information

Product Name	(4S,4'S)-2,2'-(1,3-Dihydro-2H-Inden-2-Ylidene)Bis[4,5-Dihydro-4-Phenyloxazole
CAS No.	188780-32-7
Molecular Formula	C29H24N2O2
Molecular Weight	432.52 g/mol
Synonyms	(S,S)-IndaBOX; (S,S)-2,2'-Isopropylidenebis(4-phenyl-2-oxazoline); (4S,4'S)-2,2'-(Propane-2,2-diyl)bis(4,5-dihydro-4-phenyloxazole); (S,S)-2,2'-Methylenebis(4-phenyl-4,5-dihydrooxazole) (related structure); Chiral IndaBOX Ligand; (S,S)-Bis(4,5-dihydro-4-phenyloxazol-2-yl)methane derivative; (S,S)-i-Pr-IndaBOX
EINECS	Contact for details

Quality Control

Our production of (4S,4'S)-2,2'-(1,3-Dihydro-2H-Inden-2-Ylidene)Bis[4,5-Dihydro-4-Phenyloxazole adheres to stringent internal quality standards to ensure batch-to-batch consistency and high enantiomeric purity, which is critical for catalytic performance. Each lot is characterized by advanced analytical techniques including HPLC, NMR, and optical rotation. A comprehensive Certificate of Analysis (COA) detailing purity, enantiomeric excess, and identity 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). Due to its hygroscopic nature, the container should be kept in a desiccated environment to prevent moisture absorption, which can affect performance. For long-term storage, consider handling under an inert atmosphere such as nitrogen or argon.

Specification

Item	Specification
Appearance	White to off-white crystalline powder
Identification (IR)	Conforms to structure
Identification (NMR)	Conforms to structure
Purity (HPLC)	≥ 98.0%
Enantiomeric Excess (ee)	≥ 99.0%
Specific Rotation	Contact for details
Loss on Drying	≤ 0.5%

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