57882-52-7

Upstream product

• 75-54-7 Dichloromethylsilane 
• 106-38-7 para-bromotoluene 
• 18292-21-2 methyl(4-methylphenyl)silane 
• 18379-56-1 Methyl-<4-chlor-phenyl>-silan 
• 4294-57-9 para-methylphenylmagnesium bromide 
• 74-88-4 methyl iodide 

Downstream Products

• 2294-74-8 (-)-1-phenyl-2-(α-pyridyl)ethanol 
• 2294-74-8 (S)-1-phenyl-2-(pyridin-2-yl)ethan-1-ol 
• 1384451-84-6 N-(1-(methyl(di-p-tolyl)silyl)propyl)acetamide 
• 1393926-84-5 (2S,3S)-3-methyl-N-((R)-3-methyl-1-(methyl-di-p-tolyl-silyl)butyl)-2-(2-(naphthalen-2-yl)-acetamido)pentanamide 
• 1393926-83-4 tert-butyl ((2S,3S)-3-methyl-1-(((R)-3-methyl-1-(methyl-di-p-tolylsilyl)butyl)amino)-1-oxopentan-2-yl)-carbamate 
• 1393926-81-2 (R)-2-methyl-N-((R)-3-methyl-1-(methyl-di-p-tolylsilyl)butyl)propane-2-sulfinamide 
• 338464-39-4 (S)-propan-2-one-O-(2-hydroxy-2-phenylethyl)oxime 
• 1373161-25-1 (R)-propan-2-one-O-(2-hydroxy-2-phenylethyl)oxime 
• 1373161-17-1 (R)-2-propanone-O-[2-methyldi(4-methylphenyl)silyloxy-2-phenylethyl]oxime 
• 1264173-01-4 N-((1R)-1-(hydroxy(methyl)(p-tolyl)silyl)butyl)acetamide 
• 1264172-97-5 N-[(1R)-1-(1,3,3,3-tetramethyl-1-(p-tolyl)disiloxanyl)butyl]acetamide 
• 1264172-94-2 (R)-N-(1-(methyldi-p-tolylsilyl)butyl)acetamide 

Relevant academic research and scientific papers

Organocalcium Complex-Catalyzed Selective Redistribution of ArSiH3or Ar(alkyl)SiH2to Ar3SiH or Ar2(alkyl)SiH

Calcium is an abundant, biocompatible, and environmentally friendly element. The use of organocalcium complexes as catalysts in organic synthesis has had some breakthroughs recently, but the reported reaction types remain limited. On the other hand, hydrosilanes are highly important reagents in organic and polymer syntheses, and redistribution of hydrosilanes through C-Si and Si-H bond cleavage and reformation provides a straightforward strategy to diversify the scope of such compounds. Herein, we report the synthesis and structural characterization of two calcium alkyl complexes supported by β-diketiminato-based tetradentate ligands. These two calcium alkyl complexes react with PhSiH3 to generate calcium hydrido complexes, and the stability of the hydrido complexes depends on the supporting ligands. One calcium alkyl complex efficiently catalyzes the selective redistribution of ArSiH3 or Ar(alkyl)SiH2 to Ar3SiH and SiH4 or Ar2(alkyl)SiH and alkylSiH3, respectively. More significantly, this calcium alkyl complex also catalyzes the cross-coupling between the electron-withdrawing substituted Ar(R)SiH2 and the electron-donating substituted Ar′(R)SiH2, producing ArAr′(alkyl)SiH in good yields. The synthesized ArAr′(alkyl)SiH can be readily transferred to other organosilicon compounds such as ArAr′(alkyl)SiX (where X = OH, OEt, NEt2, and CH2SiMe3). DFT investigations are carried out to shed light on the mechanistic aspects of the redistribution of Ph(Me)SiH2 to Ph2(Me)SiH and reveal the low activation barriers (17-19 kcal/mol) in the catalytic reaction.

Construction of siloxane structures with P-Tolyl substituents at the silicon atom

In this work, general approaches for preparing p-tolylsilanes as promising precursors for the synthesis of functionalized organosilicon compounds are discussed. Various synthetic techniques, including new and specially developed ones, were used to obtaine

Silylcarboxylic Acids as Bifunctional Reagents: Application in Palladium-Catalyzed External-CO-Free Carbonylative Cross-Coupling Reactions

A palladium-catalyzed external-CO-free carbonylative Hiyama-Denmark cross-coupling reaction is presented. The introduction of silylcarboxylic acids as bifunctional reagents (CO and nucleophile source) avoids the need for external gaseous CO and a silylarene coupling partner. The transformation features high functional group tolerance and it is successful with electron-rich, -neutral, and -poor aryl iodides. Stoichiometric studies and control experiments provide insight into the reaction mechanism and support the hypothesized dual role of silylcarboxylic acids. (Figure presented.).

Synthesis and evaluation of silanediols as highly selective uncompetitive inhibitors of human neutrophil elastase

Chronic obstructive pulmonary disease (COPD) is an increasing health problem and is estimated to be the fifth leading cause of death in 2020 according to the World Health Organization. Current treatments are only palliative, and therefore the development of new medicine for the treatment of COPD is urgent. Human Neutrophil Elastase (HNE) is a serine protease that is heavily involved in the progression of COPD through inflammatory breakdown of lung tissue. Consequently, inhibitors of HNE are of great interest as therapeutics. In this article, the development of silanediol peptide isosters as inhibitors of HNE is presented. Kinetic studies revealed that incorporation of a silanediol isoster in the inhibitor structure resulted in an uncompetitive mechanism of inhibition, which further resulted in excellent selectivity. The peculiar mechanism of inhibition and the resulting selectivity makes the presented inhibitors promising leads for the development of new HNE-inhibitor-based therapeutics for the treatment of COPD.

Reductive lithiation of methyl substituted diarylmethylsilanes: Application to silanediol peptide precursors

Reductive lithiation of methyl-substituted diarylmethylsilanes using lithium naphthalenide represents a practical method for the preparation of the corresponding silyl lithium reagents. Their addition to chiral sulfinimines affords versatile precursors to

Catalytic asymmetric Si-O coupling of simple achiral silanes and chiral donor-functionalized alcohols

"Chemical Equation Presented" Biomimetic and efficient: Mixed calcium manganese(III) oxides (see structure; Ca green, Mn red, O white) with elemental compositions and structures mimicking the active site of photosystem II were found to be highly active catalysts for the oxidation of water to molecular oxygen. As for PSII, the presence of Ca2+ greatly enhances the catalyst performance in comparison to the related manganeseonly system Mn2O3.

Reaction of silylpentacarbonylmanganese with hydride-transfer reagents: Reduction of carbonyl ligands accompanied with Si-C and C-C coupling

Treatment of Mn(CO)5SiTolp2H (2) with an excess of LiAlH4, NaBH4, or NaBH3(CN) in THF at room temperature gave hydrosilane H-SiTolp2H in high yield together with Mn2(CO)10. No reduction of CO ligands was observed. On the other hand, treatment of 2 with an excess of Red-Al ( = with LiAlH4 in diethyl ether instead of hydrolysis gave alkylhydrosilanes (CH3)SiTolp2H and (C2H5)SiTolp2H. The methyl and ethyl groups on silicon originate from the CO ligands in 2. These products clearly demonstrate that not only the Si-C coupling, but also C-C coupling occurs efficiently in this reaction.

Reaction of silyl(carbonyl)iron complexes with liAlH4 giving methylsilanes: Reduction of a carbonyl ligand and coupling with a silyl group

Treatment of CpFe(CO)2SiR3 (R3 = (pTol)2H, (pTol)2Me, MePh(1-Nap); 1-Nap = 1-naphthyl) with LiAlH4 in ether or THF at room temperature gave CH3SiR3 as a major product in moderate to high yield. The labeling experiments using LiAlD4 and CpFe(13CO)2SiR(pTol)2 (R = H, Me) proved unambiguously that the carbonyl ligand is reduced with LiAlH4 and coupled with the silyl group to give the methylsilanc.