131833-90-4

Usage

Uses

Used in Chemical Synthesis:
Bis[(4S)-(1-methylethyl)oxazolin-2-yl]methane is used as a reagent in the preparation of ditopic bisoxazoline-based chiral ligands for Henry reaction. Its chiral structure allows for the selective formation of specific enantiomers, which are important in the synthesis of pharmaceuticals and other chiral compounds.
Used in Photocatalysis:
Bis[(4S)-(1-methylethyl)oxazolin-2-yl]methane is also used in the synthesis of chiral α-hydroxy-β-ketoesters as bifunctional photocatalysts. These photocatalysts can be employed in various organic reactions, such as asymmetric catalysis and energy transfer processes, to improve reaction efficiency and selectivity.
Used in Pharmaceutical Industry:
Due to its chiral properties, Bis[(4S)-(1-methylethyl)oxazolin-2-yl]methane can be used in the development of enantioselective catalysts for the synthesis of pharmaceutical compounds. This can lead to the production of more effective and safer drugs with fewer side effects.
Used in Research and Development:
Bis[(4S)-(1-methylethyl)oxazolin-2-yl]methane can be utilized in academic and industrial research settings to explore new synthetic routes, develop novel chiral ligands, and investigate the properties of chiral compounds. This can contribute to advancements in organic chemistry and the discovery of new applications for chiral molecules.

InChI:InChI=1/C13H22N2O2/c1-8(2)10-6-16-12(14-10)5-13-15-11(7-17-13)9(3)4/h8-11H,5-7H2,1-4H3/t10-,11-/m1/s1

Upstream product

• 2026-48-4 (S)-valinol 
• 10344-69-1 diethyl malonoimidate dihydrochloride 
• 133463-97-5 N,N'-Bis-((S)-1-chloromethyl-2-methyl-propyl)-malonamide 
• 105-53-3 diethyl malonate 
• 129704-13-8 (S)-2-amino-1,1,2-triphenylethanol 
• 4276-09-9 (R)-2-amino-3-methylbutanol 
• 133463-92-0 N,N'-Bis-((S)-1-hydroxymethyl-2-methyl-propyl)-malonamide 

Downstream Products

• 875543-71-8 2-(2,2-bis((S)-4,5-dihydro-4-isopropyloxazol-2-yl)-3-(pyridin-2-yl)propyl)pyridine 
• 1315454-21-7 2,2'-(1-hydroxymethyl-2-phenylethylidene)bis[(4S)-4-isopropyl-4,5-dihydro-oxazole] 
• 1315454-24-0 2,2'-[1-(diethoxyphosphinooxymethyl)-2-phenylethylidene]-bis[(4S)-4-isopropyl-4,5-dihydro-oxazole] 
• 1315454-26-2 (3,3',5,5'-tetra-tert-butyl-1,1'-biphenyl-2,2'-diyl)-{2,2-bis[(4S)-4-isopropyl-4,5-dihydro-oxazol-2-yl]-3-phenylpropyl}-phosphite 
• 863297-39-6 2,2'-[1-(diphenylphosphinomethyl)ethylidene]-bis[(4S)-4-isopropyl-4,5-dihydro-oxazole] 
• 1381949-76-3 1,4-bis[2,2-bis((S)-4-isopropyl-4,5-dihydrooxazol-2-yl)ethyl]benzene 
• 1373357-07-3 (S)-2-(1,3-bis(3,5-di-tert-butylphenyl)-2-((S)-4,5-dihydro-4-isopropyloxazol-2-yl)propan-2-yl)-4,5-dihydro-4-isopropyloxazole 

Relevant academic research and scientific papers

Iron-catalysed enantioconvergent Suzuki-Miyaura cross-coupling to afford enantioenriched 1,1-diarylalkanes

The first stereoconvergent Suzuki-Miyaura cross-coupling reaction was developed to afford enantioenriched 1,1-diarylalkanes. An iron-based complex containing a chiral cyanobis(oxazoline) ligand framework was best to obtain enantioenriched 1,1-diarylalkanes from cross-coupling reactions between unactivated aryl boronic esters and benzylic chlorides. Enhanced yields were obtained when 1,3,5-trimethoxybenzene was used as an additive, which is hypothesized to extend the lifetime of the iron-based catalyst. Exceptional enantioselectivities were obtained with challenging ortho-substituted benzylic chlorides. This journal is

Chiral Bis(oxazoline) Ligands as C2-Symmetric Chiral Auxiliaries for the Synthesis of Enantiomerically Pure Bis-Cyclometalated Rhodium(III) Complexes

The synthesis of enantiomerically pure bis-cyclometalated rhodium(III) complexes using chiral bis(oxazoline) ligands as C2-symmetric chiral auxiliaries is described. Bis(oxazolines) are versatile chiral ligands for asymmetric catalysis but have

C2-Symmetric 4,4',5,5'-Tetrahydrobi(oxazoles) and 4,4',5,5'-Tetrahydro-2,2'-methylenebis as Chiral Ligands for Enantioselective Catalysis

The synthesis of a series of enantiomerically pure, C2-symmetric 4,4',5,5'-tetrahydro-2,2'-methylene-bis and 4,4',5,5'-tetrahydro-2,2'-bi(oxazoles) is reported.Copper complexes with anionic tetrahydromethylenebis ligands are efficient c

Asymmetric catalytic cyclopropanation of olefins: Bis-oxazoline copper complexes

Bis-oxazolines (1-7) prepared from diethyl malonate and chiral amino alcohols were converted into their Cu(II) complexes which, upon activation, exhibit high enantioselectivity of up to 99 %ee for catalytic cyclopropanation of olefins.