3792-71-0

Usage

Structure

Tetraethyl derivative of isoindole with a phenylmethyl group attached to the second carbon

Physical state

Colorless liquid

Molecular weight

353.60 g/mol

Potential applications

Organic synthesis, pharmaceuticals, building block for other compounds

Aromatic compound

Contains a central isoindole ring with four ethyl groups attached

Substitution

A phenylmethyl group is attached to the second carbon of the isoindole ring.

Upstream product

• 74-96-4 ethyl bromide 
• 2142-01-0 N-benzylphthalimide 
• 75-03-6 ethyl iodide 
• 1445137-29-0 2-benzyl-3-ethyl-3-methoxyisoindolin-1-one 
• 4770-28-9 2-benzyl-3-ethyl-3-hydroxyisoindolin-1-one 
• 925-90-6 ethylmagnesium bromide 
• 10467-10-4 ethylmagnesium iodide 

Relevant academic research and scientific papers

2′-Alkynylnucleotides: A Sequence- and Spin Label-Flexible Strategy for EPR Spectroscopy in DNA

Electron paramagnetic resonance (EPR) spectroscopy is a powerful method to elucidate molecular structure through the measurement of distances between conformationally well-defined spin labels. Here we report a sequence-flexible approach to the synthesis of double spin-labeled DNA duplexes, where 2′-alkynylnucleosides are incorporated at terminal and internal positions on complementary strands. Post-DNA synthesis copper-catalyzed azide-alkyne cycloaddition (CuAAC) reactions with a variety of spin labels enable the use of double electron-electron resonance experiments to measure a number of distances on the duplex, affording a high level of detailed structural information.

Improving the yield of the exhaustive grignard alkylation of n-benzylphthalimide

The tetraalkylation of N-benzylphthalimide is the major yield limiting step in the common synthetic route to isoindoline nitroxides. The progress of this reaction was found to be limited by the formation of previously unobserved mono-and dialkyl side prod

Ligand-enhanced aliphatic carbon-carbon bond activation of nitroxides by rhodium(II) porphyrin

Rh(tmp) underwent Ph3P-enhanced aliphatic carbon-carbon bond activation with various nitroxides. (Ph3P)Rh(tmp), rapidly formed from Rh(tmp) and Ph3P, enhanced the rate, selectivity, and yield in comparison to Rh(tmp). From kinetic studies, the rate of reaction showed a first-order dependence on both Rh(tmp) and TEMPO (TEMPO = 2,2,6,6- tetramethylpiperidine-1-oxyl) and saturation kinetics on Ph3P. The rate enhancement of (Ph3P)Rh(tmp) over Rh(tmp) was estimated to be about 11 at 70 °C.

Synthesis of 1,1,3,3-tetraalkylisoindolines using a microwave-assisted grignard reaction

1,1,3,3-Tetraalkylisoindolines are important intermediates in the preparation of stable nitroxides, such as 1,1,3,3-tetramethylisoindolin-2-oxyl, 1, and 1,1,3,3-tetraethylisoindolin-2-oxyl, 2. The limiting step in their preparation is the Grignard reactio

Reactions of nitroxides with metalloporphyrin alkyls bearing beta hydrogens: Aliphatic carbon-carbon bond activation by metal centered radicals

Nitroxide-induced beta-hydrogen atom abstraction and beta-elimination of rhodium porphyrin alkyls have been observed. Rhodium(II) porphyrin radical were proposed intermediates to form first and subsequently reacted via aliphatic carbon-carbon bond activation with alkyl substituted nitroxides to yield rhodium porphyrin alkyl complexes.

IMPROVED PROCESS FOR THE PREPARATION OF STABLE NITROXYL RADICALS

Process for the preparation of stable nitroxyl radicals (I) starting from N-benzylphthalimide in two steps. In the first step, the intermediate N-benzyl-1, 1, 3, 3-tetra- alkylisoindoline is prepared by treatment with a Grignard reagent, prepared in methyl-tert-butyl ether, of N- benzylphthalimide, obtained in the same reaction environ - ment starting from phthalic anhydride and benzylamine. In the second step, the N-benzyl-1, 1, 3 , 3-tetra- alkylisoindoline is transformed into the nitroxyl radical by hydrogenolysis and subsequent oxidation with hydrogen peroxide in the presence of a catalyst selected from acids and salts of polymolybdic or polytungstic acids.

PERFECTED PROCESS FOR THE PREPARATION OF STABLE NITROXIDE RADICALS

Process for the preparation of stable nitroxide radicals (I) starting from N-benzylphthalimide in three steps. In the first step, the N-benzylphthalimide is transformed into N-benzyl-1,1,3,3-tetralkylisoindoline by treatment with a Grignard reagent prepar

PROCESS FOR THE PREPARATION OF 1,1,3,3-TETRAALKYLISOINDOLINE STARTING FROM N-BENZYLPHTHALIMIDE

Process for the preparation of 1,1,3,3-tetra-alkyl derivatives of isoindoline which comprises the transformation of N-benzylphthalimide into N-benzyl-1,1,3,3-tetra-alkylisoindoline by means of treatment with a Grignard reagent prepared in methyl-tert-buty