73551-24-3

Upstream product

• 3282-30-2 pivaloyl chloride 
• 103-67-3 benzyl-methyl-amine 
• 4210-60-0 t-butylmalonodinitrile 
• 654651-48-6 2,2-dimethyl-propionic acid 4-oxo-4H-pyrido[3,2-d][1,2,3]triazin-3-yl ester 
• 654651-50-0 2,2-dimethyl-propionic acid 4-oxo-4H-pyrido[3,2-d]pyrimidin-3-yl ester 
• 72760-98-6 Me₃CCOOBt 
• 654651-49-7 2,2-dimethyl-propionic acid [1,2,3]triazolo[4,5-b]pyridin-3-yl ester 
• 442516-65-6 2,2-dimethyl-propionic acid 4-oxo-4H-benzo[d][1,2,3]triazin-3-yl ester 
• 75-98-9 Trimethylacetic acid 

Downstream Products

• 6830-83-7 N-methyl-pivalamide 
• 68723-29-5 N-methyl-N-(2,2-dimethylpropyl)benzylamine 
• 197958-51-3 2,2,N-Trimethyl-N-(1-phenyl-ethyl)-propionamide 
• 6721-67-1 tert-butyl benzyl ketone 
• 105735-62-4 3,3-dimethyl-1-phenyl-2-butanol 
• 70785-32-9 N,N-dibenzyl-2,2-dimethylpropanethioamide 
• 1944-01-0 1-benzylcyclohexan-1-ol 

Relevant academic research and scientific papers

Sterically Demanding Oxidative Amidation of α-Substituted Malononitriles with Amines Using O2

An efficient amidation method between readily available 1,1-dicyanoalkanes and either chiral or nonchiral amines was realized simply with molecular oxygen and a carbonate base. This oxidative protocol can be applied to both sterically and electronically challenging substrates in a highly chemoselective, practical, and rapid manner. The use of cyclopropyl and thioether substrates support the radical formation of α-peroxy malononitrile species, which can cyclize to dioxiranes that can monooxygenate malononitrile α-carbanions to afford activated acyl cyanides capable of reacting with amine nucleophiles.

α-Arylation of Saturated Azacycles and N-Methylamines via Palladium(II)-Catalyzed C(sp3)-H Coupling

Pd(II)-catalyzed α-C(sp3)-H arylation of pyrrolidines, piperidines, azepanes, and N-methylamines with arylboronic acids has been developed for the first time. This transformation is applicable to wide arrays of pyrrolidines and boronic acids, including heteroaromatic boronic acids. A diastereoselective one-pot heterodiarylation of pyrrolidines has also been achieved.

Practical access to amines by platinum-catalyzed reduction of carboxamides with hydrosilanes: Synergy of dual Si-H groups leads to high efficiency and selectivity

The synergetic effect of two Si-H groups leads to efficient reduction of carboxamides to amines by platinum catalysts under mild conditions. The rate of the reaction is dependent on the distance of two Si-H groups; 1,1,3,3-tetramethyldisiloxane (TMDS) and 1,2-bis(dimethylsilyl)benzene are found to be an effective reducing reagent. The reduction of amides having other reducible functional groups such as NO2, CO2R, CN, CdC, Cl, and Br moieties proceeds with these groups remaining intact, providing a reliable method for the access to functionalized amine derivatives. The platinum-catalyzed reduction of amides with polymethylhydrosiloxane (PMHS) also proceeds under mild conditions. The reaction is accompanied by automatic removal of both platinum and silicon wastes as insoluble silicone resin, and the product is obtained by simple extraction. A mechanism involving double oxidative addition of TMDS to a platinum center is discussed.

3-Hydroxy-4-oxo-3,4-dihydro-5-azabenzo-1,2,3-triazene

The known but long-neglected compound HODhat was shown to be in certain situations a useful peptide coupling additive. Uronium and phosphonium salts with HODhat built into the system were also useful stand-alone coupling reagents. Comparisons with related additives and coupling reagents showed that the new systems were sometimes more and sometimes less effective than previously described systems in the case of stepwise and segment couplings. Applications to assembly of the model decapeptide ACP showed that HDATU was far more effective than HDTU and more effective than HATU under some conditions.

Generation of allylic and benzylic organolithium reagents from the corresponding ester, amide, carbonate, carbamate and urea derivatives

The reaction of different allylic and benzylic non-enolisable esters or amides (1), carbonates (4), carbamates (6, 7) and ureas (8) with an excess of lithium powder and a catalytic amount of naphthalene (10%) in the presence of an electrophile [(i)PrCHO, (t)BuCHO, PhCHO, Me2CO, Et2CO, (CH2)5CO, Ph2CO, Me3SiCl] in THF at different temperatures (-78, -30 or 0°C) leads, after hydrolysis with water to the corresponding allylated or benzylated products (2).

Dimensiosolvatic effects. V. Rates of dissociation of ammonium salts derived from tertiary amines and related compounds in solvents with t-alkyl group

Rates of dissociation of the N-H bond in ammonium salts derived from tertiary amines and those of intramolecular amine-tin complexes were measured by the total lineshape analysis of the NMR spectra in solvents of various molecular sizes. The rates of diss

2, (S)-α-(Methylpivaloylamino)bentyllithium-(-)-Sparteine, and 2: Crystal Structure Investigations of α-Lithiated Amines

In order to determine whether α-metalated (lithiated) amines are carbenoids, as are α-lithiated halides and ethers, we have determined the crystal structures of the title compounds.In 2 (2) lithium bri

ACTIVATION OF CARBOXYL GROUPS BY DIPHENYL 2-OXO-3-OXAZOLINYLPHOSPHONATE. FACILE PREPARATION OF VERSATILE REAGENTS, 3-ACYL-2-OXAZOLONES

Synthetic utility of the 2-oxazolone moiety as an excellent new leaving group is described.Based on such a function of the heterocycles, diphenyl 2-oxo-3-oxazolinylphosphonate has been newly introduced as a carboxyl-activating reagent which permits a facile direct preparation of 3-acyl-2-oxazolones and amides including peptides from a wide variety of carboxylic acids.The 3-acyl-2-oxazolides also serve as versatile reactive agents for highly chemoselective acyl-transfer to the nucleophilic species such as amines, alcohols and thiols, providing convenient and high-yield routes to amides, esters and thiol esters under mild conditions.They are also useful intermediates for ketones and alcohols.