229184-98-9

Basic information

• Product Name: (3aR,3'aR,8aS,8'a'S)-2,2'-cyclopropylidenebis[3a,8a-dihydro-8H-Indeno[1,2-d]oxazole
• Synonyms: (3aR,3'aR,8aS,8'a'S)-2,2'-cyclopropylidenebis[3a,8a-dihydro-8H-Indeno[1,2-d]oxazole;(3aR,3'aR,8aS,8'aS)-2,2'-Cyclopropylidenebis[3a,8a-dihyd ro-8H-Indeno[1,2-d]oxazole],99%e.e.
• CAS NO: 229184-98-9
• Molecular Formula: C23H20N2O2
• Molecular Weight: 356.42
• Mol File: 229184-98-9.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 520.4±50.0 °C(Predicted)
• Appearance: /
• Density: 1.54±0.1 g/cm3(Predicted)
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: 5.98±0.20(Predicted)
• CAS DataBase Reference: (3aR,3'aR,8aS,8'a'S)-2,2'-cyclopropylidenebis[3a,8a-dihydro-8H-Indeno[1,2-d]oxazole(CAS DataBase Reference)
• NIST Chemistry Reference: (3aR,3'aR,8aS,8'a'S)-2,2'-cyclopropylidenebis[3a,8a-dihydro-8H-Indeno[1,2-d]oxazole(229184-98-9)
• EPA Substance Registry System: (3aR,3'aR,8aS,8'a'S)-2,2'-cyclopropylidenebis[3a,8a-dihydro-8H-Indeno[1,2-d]oxazole(229184-98-9)

Safety Data

• Hazardous Substances Data: 229184-98-9(Hazardous Substances Data)

Usage

Description

(3aR,3'aR,8aS,8'a'S)-2,2'-cyclopropylidenebis[3a,8a-dihydro-8H-Indeno[1,2-d]oxazole is a heterocyclic organic compound belonging to the oxazole family. It features a unique structure with a cyclopropylidene bridge connecting two oxazole rings. (3aR,3'aR,8aS,8'a'S)-2,2'-cyclopropylidenebis[3a,8a-dihydro-8H-Indeno[1,2-d]oxazole has potential applications in medicinal chemistry and material science, warranting further research and investigation to explore its properties and uses.

Uses

Used in Medicinal Chemistry:
(3aR,3'aR,8aS,8'a'S)-2,2'-cyclopropylidenebis[3a,8a-dihydro-8H-Indeno[1,2-d]oxazole is used as a potential pharmaceutical candidate for the development of new drugs. Its unique structure with a cyclopropylidene bridge and two oxazole rings may offer novel interactions with biological targets, leading to the discovery of new therapeutic agents.
Used in Material Science:
In the field of material science, (3aR,3'aR,8aS,8'a'S)-2,2'-cyclopropylidenebis[3a,8a-dihydro-8H-Indeno[1,2-d]oxazole may be utilized for the design and synthesis of new materials with specific properties. Its heterocyclic nature and cyclopropylidene bridge could contribute to the development of advanced materials with applications in various industries, such as electronics, coatings, and polymers.

Upstream product

• 106-93-4 ethylene dibromide 
• 175166-49-1 [3aS-[2(3'aR*,8'aS*),3a,8a]]methylenebis[3a,8a-dihydro-8H-indeno[1,2-d]oxazole] 
• 7480-35-5 (1S,2R)-1-amino-2-indanol 
• 142678-92-0 (1R,2S)-amino indanol 
• 180186-94-1 bis[(3aR,8aS)-8,8a-dihydro-3aH-indeno[1,2-d]oxazol-2-yl]methane 
• 34782-60-0 cyclopropane-1,1-dicarboxylic acid dichloride 
• 136030-00-7 (1R,2S)-1-Amino-2-indanol 

Relevant articles and documents

Cu-catalyzed enantioselective alkylarylation of vinylarenes enabled by chiral binaphthyl-box hybrid ligands

Transition-metal-catalyzed radical relay coupling reactions have recently emerged as one of the most powerful methods to achieve difunctionalization of olefins. However, there has been limited success in applying this method to asymmetric catalysis using an effective chiral ligand. Herein we report the Cu-catalyzed enantioselective alkylarylation of vinylarenes using alkylsilyl peroxides as alkyl radical sources. This reaction proceeds under practical reaction conditions and affords chiral 1,1-diarylalkane structures that are found in a variety of bioactive molecules. Notably, a highly enantioselective reaction was accomplished by combining chiral bis(oxazoline) ligands with chiral binaphthyl scaffolds.

Ethynylbenziodazolones (EBZ) as Electrophilic Alkynylation Reagents for the Highly Enantioselective Copper-Catalyzed Oxyalkynylation of Diazo Compounds

Ethynylbenziodoxol(on)e (EBX) cyclic hypervalent iodine reagents are now established reagents for the alkynylation of radicals and nucleophiles, yet they present limited possibilities for further structure and reactivity modification. Herein, the first synthesis is reported for the corresponding ethynylbenziodazolone (EBZ) reagents, in which the oxygen atom in the iodoheterocycle is replaced by a nitrogen atom. The substituent on the nitrogen enables further fine-tuning of the reagent structure and reactivity. EBZ reagents are obtained easily from the corresponding benzamides by using a one-step procedure, and display reactivity comparable to that of EBX reagents. In particular, they are applied in an asymmetric copper-catalyzed oxyalkynylation of diazo compounds, which proceeds in high yield and enantioselectivity for a broad range of substituents on the diazo compounds and the alkyne.

Nickel-Catalyzed Enantioselective Cross-Coupling of N-Hydroxyphthalimide Esters with Vinyl Bromides

An enantioselective Ni-catalyzed cross-coupling of N-hydroxyphthalimide esters with vinyl bromides is reported. The reaction proceeds under mild conditions and uses tetrakis(N,N-dimethylamino)ethylene as a terminal organic reductant. Good functional group tolerance is demonstrated, with over 20 examples of reactions that proceed with >90% ee.