10228-99-6

Upstream product

• 64-17-5 ethanol 
• 15673-05-9 4,4-dimethylvaleronitrile 
• 42216-96-6 triethyl orthoacrylate 
• 677-22-5 tert-butylmagnesium chloride 
• 38442-51-2 tert-butylmercury chloride 
• 140-88-5 ethyl acrylate 
• 23587-90-8 di-tert-butylmercury 
• 89379-02-2 tert-butylmercury iodide 
• 113088-72-5 tri-tert-butylindium(III) 
• 2855-08-5 1-chloro-3,3-dimethylbutane 
• 630-19-3 pivalaldehyde 
• 22147-62-2 ethyl (E)-4,4-dimethyl-2-pentenoate 
• 917-92-0 3,3-Dimethylbut-1-yne 
• 87995-20-8 3-tert-butyl-acrylic acid ethyl ester 

Downstream Products

• 53561-63-0 diethyl (2,2-dimethylpropyl)malonate 
• 561-83-1 5-allyl-5-(2,2-dimethyl-propyl)-pyrimidine-2,4,6-trione 
• 956466-18-5 methyl {(2S,4R)-1-[(1S)-1-(3,3-dimethylbutyl)-4,4-dimethylpent-2-yn-1-yl]-2-[4-(trifluoromethyl)phenyl]piperidin-4-yl}acetate 

Relevant academic research and scientific papers

β-silyl effects on the stabilities of carbanions and carbon-centered radicals derived from ethyl thionacetates, diethyl malonates, and ethyl acetoacetates

The effects of an α-Me3SiCH2 group on the equilibrium acidities in DMSO of the acidic C-H bonds in esters, including ethyl thionacetate, diethyl malonate, and ethyl acetoacetate, were found to differ from that of an α-MeCH2/sub

ARYLAMIDES AND METHODS OF USE THEREOF

The present disclosure relates to heterocyclic compounds, pharmaceutically acceptable salts thereof, and pharmaceutical preparations thereof. Also described herein are compositions and the use of such compounds in methods of treating diseases and conditio

PYRAZOLO[3,4-b]PYRIDINE AND PYRROLO[2,3-b]PYRIDINE INHIBITORS OF BRUTON'S TYROSINE KINASE

Disclosed are pyrazolo[3,4-b]pyridine and pyrrolo[2,3-b]pyridine inhibitors of Bruton's tyrosine kinase (Btk). Also disclosed are pharmaceutical compositions that include the compounds. Methods of using the Btk inhibitors are described, alone or in combin

Phosphine-catalyzed annulations of azomethine imines: Allene-dependent [3 + 2], [3 + 3], [4 + 3], and [3 + 2 + 3] pathways

In this paper we describe the phosphine-catalyzed [3 + 2], [3 + 3], [4 + 3], and [3 + 2 + 3] annulations of azomethine imines and allenoates. These processes mark the first use of azomethine imines in nucleophilic phosphine catalysis, producing dinitrogen

PIPERIDINES AND RELATED COMPOUNDS FOR TREATMENT OF ALZHEIMER’S DISEASE

Compounds of formula (I) are modulators of gamma-secretase, and hence are useful in treatment of Alzheimer’s disease.

γ-Silyl-stabilized tertiary ions? Solvolysis of 4-(trimethylsilyl)-2-chloro-2-methylbutane

Rate constant, isotope-effect, and product studies of the solvolysis of 4-(trimethylsilyl)-2-chloro-2-methylbutane, 11, and its carbon analog, 2-chloro-2,5,5-trimethylhexane, 10, in aqueous ethanol and aqueous 2,2,2-trifluoroethanol (TFE) indicate very little participation of the γ-silyl substituent. These results are in sharp contrast to earlier reports on secondary γ-silyl substituted systems, in which the back lobe of the silicon-carbon bond has been shown to overlap with the carbocation p-orbital to form a so-called 'percaudally' stabilized intermediate. While the solvolytic behaviors of 11 and 10 are nearly identical in ethanol, differences in the TFE lead to the conclusion that there is a minor amount of participation by the silyl substituent in that solvent. Interestingly, this observation lends credence to an earlier suggestion that TFE is better than ethanol at stabilizing more highly delocalized ions. Copyright

The invention of radical reactions. Part 39. The reaction of white phosphorus with carbon-centered radicals. An improved procedure for the synthesis of phosphonic acids and further mechanistic insights

White phosphorus in tetrahydrofuran under argon reacts in a long radical chain reaction with carbon radicals derived from Barton PTOC esters. The reaction is initiated by traces of oxygen and strongly inhibited by TEMPO. From the duration of the induction period the chain length can be measured as approximately one million. Each P4 molecule can add up to two carbon radicals. Oxidation of the adducts provides a convenient synthesis of phosphonic acids in high yield. With H2O2 at 0°C oxidation to the appropriate phosphinic acids is fast. For sensitive natural products the further transformation to phosphonic acids is best carried out at room temperature with an excess of SO2. In this way even linoleic acid can be convened to the corresponding phosphonic acid in good yield without any attack on the skipped diene unit. TEMPO is also remarkable for its stabilization of white phosphorus in solution when exposed to oxygen. Likewise an ordinary phosphine, like tributyl phosphine, is also stabilized by small amounts of TEMPO.

Reductive alkylation of electronegatively-substituted alkenes by alkylmercury halides

Photolysis of alkylmercury halides in the presence of electronegatively-substituted 1-alkenes yields adduct radicals [RCH2CH(EWG).] that in some cases react with RHgX to form RCH2CH(HgX)(EWG), e.g., EWG = (EtO)2PO or PhSO2. When the EWG is carbonyl or cyano, the resonance stabilized adduct radicals fail to react with the alkyl mercury halide. In these cases photolysis with RHgCl/KI in Me2SO leads to the adduct mercurial via reaction of the adduct radicals with RHgI2-. The reactions of tertiary-enolyl adduct radicals are inefficient with RHgX/KI, and disproportionation of the adduct radicals is the major reaction pathway. For secondary- or tertiary-adduct radicals the reductive alkylation products are formed in excellent yield by reaction with RHgCl and silyl hydrides in Me2SO solution in a process postulated to involve RHgH as an intermediate. The relative reactivities of a number of α,β-unsaturated systems toward t-Bu. have been measured by competitive techniques. The results demonstrate a high reactivity of s-cis enones relative to the s-trans conformers.

tert-Butylation of α,β-unsaturated nitriles by tert-butylmercury halides in the presence of iodide ion

Iodide ion promotes the free radical addition of t-BuHgI to acrylonitrile to form t-BuCH2CH(CN)HgI. A facile reaction of the adduct 1-cyanoalkyl radical with t-BuHgI2- is indicated. Further promotion is observed in the pre