1044499-42-4

Basic information

• Product Name: (S)-2-cyclohexyl-2,3-dihydroquinazolin-4(1H)-one
• Synonyms: (S)-2-cyclohexyl-2,3-dihydroquinazolin-4(1H)-one
• CAS NO: 1044499-42-4
• Molecular Weight: 224.262
• Mol File: 1044499-42-4.mol
• Article Data: 22

Chemical Properties

• CAS DataBase Reference: (S)-2-cyclohexyl-2,3-dihydroquinazolin-4(1H)-one(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-2-cyclohexyl-2,3-dihydroquinazolin-4(1H)-one(1044499-42-4)
• EPA Substance Registry System: (S)-2-cyclohexyl-2,3-dihydroquinazolin-4(1H)-one(1044499-42-4)

Safety Data

• Hazardous Substances Data: 1044499-42-4(Hazardous Substances Data)

Upstream product

• 100-52-7 benzaldehyde 
• 28144-70-9 anthranilic acid amide 
• 121998-76-3 2-phenyl-2,3-dihydro-4(1H)-quinazolinone 
• 936-51-6 2-phenyl-1,3-dioxolane 
• 1125-88-8 benzaldehyde dimethyl acetal 
• 88-05-1 2,4,6-trimethylaniline 
• 118847-62-4 N,N-dimethyl-N'-(phenylmethylene)sulfamide 
• 831225-94-6 N-phenylmethylidene-2,4,6-triisopropylbenzenesulfonamide 
• 70-55-3 toluene-4-sulfonamide 
• 95-55-6 2-amino-phenol 
• 62-53-3 aniline 
• 783-08-4 [4-(benzylideneamino)phenyl]methanol 
• 538-51-2 benzylidene phenylamine 
• 98837-46-8 P,P-diphenyl-N-(phenylmethylene)phosphinic amide 

Relevant articles and documents

Confinement-Driven Enantioselectivity in 3D Porous Chiral Covalent Organic Frameworks

3D covalent organic frameworks (COFs) with well-defined porous channels are shown to be capable of inducing chiral molecular catalysts from non-enantioselective to highly enantioselective in catalyzing organic transformations. By condensations of a tetrahedral tetraamine and two linear dialdehydes derived from enantiopure 1,1′-binaphthol (BINOL), two chiral 3D COFs with a 9-fold or 11-fold interpenetrated diamondoid framework are prepared. Enhanced Br?nsted acidity was observed for the chiral BINOL units that are uniformly distributed within the tubular channels compared to the non-immobilized acids. This facilitates the Br?nsted acid catalysis of cyclocondensation of aldehydes and anthranilamides to produce 2,3-dihydroquinazolinones. DFT calculations show the COF catalyst provides preferential secondary interactions between the substrate and framework to induce enantioselectivities that are not achievable in homogeneous systems.

Enantioselective PCCP Br?nsted acid-catalyzed aminalization of aldehydes

Here we present an enantioselective aminalization of aldehydes catalyzed by Br?nsted acids based on pentacarboxycyclopentadienes (PCCPs). The cyclization reaction using readily available anthranilamides as building blocks provides access to valuable 2,3-dihydroquinazolinones containing one stereogenic carbon center with good enantioselectivity (ee up to 80%) and excellent yields (up to 97%).

Homochiral Dodecanuclear Lanthanide "cage in Cage" for Enantioselective Separation

It is extremely difficult to anticipate the structure and the stereochemistry of a complex, particularly when the ligand is flexible and the metal node adopts diverse coordination numbers. When trivalent lanthanides (LnIII) and enantiopure amino acid ligands are utilized as building blocks, self-assembly sometimes yields rare chiral polynuclear structures. In this study, an enantiopure carboxyl-functionalized amino acid-based ligand with C3 symmetry reacts with lanthanum cations to give a homochiral porous coordination cage, (Δ/λ)12-PCC-57. The dodecanuclear lanthanide cage has an unprecedented octahedral "cage-in-cage"framework. During the self-assembly, the chirality is transferred from the enantiopure ligand and fixed by the binuclear lanthanide cluster to give 12 metal centers that have either Δor λ homochiral stereochemistry. The cage exhibits excellent enantioselective separation of racemic alcohols, 2,3-dihydroquinazolinones, and multiple commercially available drugs. This finding exhibits a rare example of a multinuclear lanthanide complex with a dual-walled topology and homochirality. The highly ordered self-assembly and self-sorting of flexible amino acids and lanthanides shed light on the chiral transformation between different complicated artificial systems that mimic natural enzymes.