175166-49-1

Basic information

• Product Name: (-)-2,2'-METHYLENEBIS[(3AS,8AR)-3A,8A-DIHYDRO-8H-INDENO[1,2-D]OXAZOLE]
• Synonyms: (-)-2,2'-Methylenebis[(3AS,8AR)-3A,8A-Dihydro-8H-Indeno[1,2-D]Oxazole],98%;[3AS-[2(3'A R*,8'A S*),3'A-ALPHA,8'A-ALPHA]]-(-)-2,2'-METHYLENEBIS[3A,8A-DIHYDRO-8 H-INDENO[1,2-D]OXAZOLE];(-)-2,2'-METHYLENEBIS[(3AS,8AR)-3A,8A-DIHYDRO-8H-INDENO[1,2-D]OXAZOLE];[3aS-[2(3′aR*,8′aS*),3′aα,8′aα]]-(−)-2,2′-Methylenebis[3a,8a-dihydro-8H-indeno[1,2-d]oxazole];(-)-2,2'-METHYLENEBIS(3A,8A-DIHYDRO-8H-I NDENO(1,2-D)OXAZOLE), 98%;[3as-[2(3'ar*,8'as*),3'aα,8'aα]]-(-)-2,2'-methylenebis[3a,8a-dihydro-8h-indeno[1,2-d]oxazole];[3as-[2(3′Ar*,8′As*),3′AΑ,8′AΑ]]-()-2,2′-Methylenebis[3a,8a-Dihydro-8H-Inden;[3AS-[2(3'A R*,8'A S*),3'A-ALPHA,8'A-ALPHA]]-(-)-2,2'-METHYLENEBIS[3A,8A-DIHYDRO-8 H-INDENO[1,2-D]OXAZOLE]
• CAS NO: 175166-49-1
• Molecular Formula: C₂₁H₁₈N₂O₂
• Molecular Weight: 330.38
• Product Categories: BOX series;Chiral Nitrogen;Asymmetric Synthesis;Synthetic Organic Chemistry;BOX;Chiral Catalysts, Ligands, and Reagents;Privileged Ligands and Complexes
• Mol File: 175166-49-1.mol
• Article Data: 8

Chemical Properties

• Melting Point: 224 °C
• Boiling Point: 493.2°Cat760mmHg
• Flash Point: 201.9°C
• Appearance: /
• Density: 1.48g/cm³
• Refractive Index: -360 ° (C=1, CH2Cl2)
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility: almost transparency in Dichloromethane
• PKA: 5.47±0.20(Predicted)
• CAS DataBase Reference: (-)-2,2'-METHYLENEBIS[(3AS,8AR)-3A,8A-DIHYDRO-8H-INDENO[1,2-D]OXAZOLE](CAS DataBase Reference)
• NIST Chemistry Reference: (-)-2,2'-METHYLENEBIS[(3AS,8AR)-3A,8A-DIHYDRO-8H-INDENO[1,2-D]OXAZOLE](175166-49-1)
• EPA Substance Registry System: (-)-2,2'-METHYLENEBIS[(3AS,8AR)-3A,8A-DIHYDRO-8H-INDENO[1,2-D]OXAZOLE](175166-49-1)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 175166-49-1(Hazardous Substances Data)

Usage

Description

(-)-2,2'-METHYLENEBIS[(3AS,8AR)-3A,8A-DIHYDRO-8H-INDENO[1,2-D]OXAZOLE] is a white powder chemical compound known for its unique properties and applications in various fields. It is characterized by its chiral structure, which makes it a valuable component in the synthesis of complex organic molecules and polymers.

Uses

Used in Chemical Synthesis:
(-)-2,2'-METHYLENEBIS[(3AS,8AR)-3A,8A-DIHYDRO-8H-INDENO[1,2-D]OXAZOLE] is used as a chiral ligand for various chemical reactions, enhancing the selectivity and efficiency of the processes. Its chiral nature allows for the creation of specific enantiomers, which are crucial in the development of pharmaceuticals and other specialty chemicals.
Used in Pharmaceutical Industry:
In the preparation of oxazole α-hydroxy esters through intermolecular Alder-Ene reaction, (-)-2,2'-METHYLENEBIS[(3AS,8AR)-3A,8A-DIHYDRO-8H-INDENO[1,2-D]OXAZOLE] serves as a chiral ligand, enabling the synthesis of biologically active compounds with potential applications in the pharmaceutical industry.
Used in Polymer Science:
(-)-2,2'-METHYLENEBIS[(3AS,8AR)-3A,8A-DIHYDRO-8H-INDENO[1,2-D]OXAZOLE] is used as a chiral ligand in the atom transfer radical polymerization reactions of methyl methacrylate. This application allows for the development of polymers with specific properties, such as controlled molecular weight, narrow molecular weight distribution, and well-defined architecture, which are essential for various industrial applications.
Used in Organic Chemistry:
In the copper-catalyzed synthesis of isoxazolidine derivatives by reacting nitrone with α,β-unsaturated acyl phosphonate, (-)-2,2'-METHYLENEBIS[(3AS,8AR)-3A,8A-DIHYDRO-8H-INDENO[1,2-D]OXAZOLE] acts as a chiral ligand, facilitating the formation of complex organic molecules with potential applications in various fields, including pharmaceuticals, agrochemicals, and materials science.
Overall, (-)-2,2'-METHYLENEBIS[(3AS,8AR)-3A,8A-DIHYDRO-8H-INDENO[1,2-D]OXAZOLE] is a versatile compound with a wide range of applications in chemical synthesis, pharmaceuticals, polymer science, and organic chemistry, primarily due to its chiral nature and ability to act as a chiral ligand in various reactions.

Upstream product

• 4370-02-9 cis-1,2-indandiol 
• 109-77-3 malononitrile 
• 7480-35-5 (1S,2R)-1-amino-2-indanol 
• 142678-92-0 (1R,2S)-amino indanol 
• 10344-69-1 diethyl malonoimidate dihydrochloride 

Downstream Products

• 195703-68-5 (3aS,3a'S,8aR,8a'R)-2,2'-(1,3-diphenylpropane-2,2-diyl)bis(3a,8a-dihydro-8H-indeno[1,2-d]oxazole) 
• 2085239-89-8 (3aS,3a'S,8aR,8a'R)-2,2'-(cycloheptane-1,1-diyl)bis(3a,8a-dihydro-8H-indeno[1,2-d]oxazole) 
• 1435467-29-0 C₅₁H₆₂N₂O₂ 
• 1435467-28-9 (3aS,3a'S,8aR,8a'R)-2,2'-(1,3-bis(4-(tert-butyl)phenyl)propane-2,2-diyl)bis(3a,8a-dihydro-8H-indeno[1,2-d]oxazole) 
• 175166-51-5 (3aS,3a'S,8aR,8a'R)-2,2'-(propane-2,2-diyl)bis(3a,8a-dihydro-8H-indeno[1,2-d]oxazole) 
• 229184-98-9 {3aS-[2(3'aR*,8'aS*),3aα,8aα]}-2,2'-(cyclopropylidene)-bis{3a,8a-dihydro-8H-indeno[1,2-d]-oxazole} 

Relevant articles and documents

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