3489-67-6

Upstream product

• 718-36-5 (p-nitrobenzylidene)(tert-butyl)amine 
• 100-14-1 4-nitrobenzyl chloride 
• 75-64-9 tert-butylamine 
• 555-16-8 4-nitrobenzaldehdye 

Downstream Products

• 718-36-5 (p-nitrobenzylidene)(tert-butyl)amine 
• 3585-88-4 N-tert-butyl-α-(4-nitrophenyl)nitrone 
• 59862-75-8 (E)-2-methyl-N-(4-nitrophenylmethylene)propan-2-amine 
• 1290140-10-1 C₁₅H₂₀N₂O₄S₂ 
• 18162-36-2 4-(tert-butylamino)methylaniline 
• 1274573-26-0 N-(tert-butyl)-2-chloro-N-(4-nitrobenzyl)acetamide 
• 1628434-38-7 (S)-1-(tert-butyl)-4-(4-nitrophenyl)azetidin-2-one 

Relevant academic research and scientific papers

Regio- and Enantioselective Intramolecular Amide Carbene Insertion into Primary C-H Bonds Using Ru(II)-Pheox Catalyst

We have established a method for the highly regio- and enantioselective functionalization of tert-butyl groups via intramolecular amide carbene insertion into C-H bonds, yielding γ-lactams with 91% ee in up to 99% yield. This reaction uses a ruthenium(II) phenyl oxazoline (Ru(II)-Pheox) complex. The catalytic intramolecular carbene transfer reaction to the primary C-H bond proceeds rapidly and selectively compared to that with secondary C-H, benzylic secondary C-H, tert-C-H, or sp2C-H bonds in the presence of 1 mol % Ru(II)-Pheox catalyst. This is the first example of a catalytic carbenoid insertion into an unactivated tert-butyl group with enantiocontrol at the carbenoid carbon.

Synthesis, β-hematin inhibition studies and antimalarial evaluation of new dehydroxy isoquine derivatives against Plasmodium berghei: A promising antimalarial agent

Many people are affected by Malaria around the world, and the parasite is developing resistance against available drugs. Currently, isoquine and N-tert-butyl isoquine are some of the most promising antimalarial candidates that have already reached Phase I

Structure-Reactivity Relationship in the Frustrated Lewis Pair (FLP)-Catalyzed Hydrogenation of Imines

The autoinduced, frustrated Lewis pair (FLP)-catalyzed hydrogenation of 16-benzene-ring substituted N-benzylidene-tert-butylamines with B(2,6-F2C6H3)3 and molecular hydrogen was investigated by kinetic analysis. The pKa values for imines and for the corresponding amines were determined by quantum-mechanical methods and provided a direct proportional relationship. The correlation of the two rate constants k1 (simple catalytic cycle) and k2 (autoinduced catalytic cycle) with pKa difference between imine and amine pairs (ΔpKa) or Hammett's σ parameter served as useful parameters to establish a structure-reactivity relationship for the FLP-catalyzed hydrogenation of imines.

Reactions of N-Chlorobenzylalkylamines with Sodium Methoxide in Methanol. Steric Effects in Elimination Reactions

Reactions of N-chlorobenzylalkylamines in which the alkyl group is Me, Et, i-Pr, t-Bu, and sec-Bu with MeONa-MeOH have been investigated kinetically.The eliminations are quantitative and regiospecific, producing only benzylidenealkylamines.The reactions are first order in base and first order in substrate, and an E2 mechanism is evident.The relative rates of elimination at 25 deg C are 1/0.5/0.3/0.2/0.01 for Me/Et/i-Pr/sec-Bu/t-Bu alkyl substituents, respectively.The results are attributed to repulsive interaction between the alkyl group and the base in the transition state.Hammett ρ and kH/kD values decreased, but the ΔH(excit.) and ΔS(excit.) values increased with bulkier alkyl substituents.Changes in the transition-state parameters with the substrate steric effect are interpreted with variation in structure of the imine-forming transition states.

A NEW METHOD OF SYNTHESIZING C-ARYL-N-TERT-BUTYLNITRONES

A new method of synthesizing C-aryl-N-tert-butylnitrones has been devised.These compounds are used universally as trappers of short-lived radicals in the method of spin trap.Nitrones were obtained by oxidation of appropriate para-substituted benzyl-tert-butylamines by means of hydrogen peroxide in presence of sodium tungstate as catalyst.