18159-18-7

Upstream product

• 101046-34-8 1-benzyl-2,5-dihydropyrrole-3-carboxylic acid methyl ester 
• 97998-39-5 amino>malononitrile 
• 922-67-8 propynoic acid methyl ester 
• 104143-94-4 benzyl<(phenylthio)methyl><(trimethylsilyl)methyl>amine 
• 53215-95-5 N-(trimethylsilylmethyl)benzylamine 
• 97998-41-9 benzyl<(trimethylsilyl)-methyl>thioformamide 
• 2703-17-5 methyl 1H-pyrrole-3-carboxylate 
• 100-39-0 benzyl bromide 
• 100-46-9 benzylamine 
• 97998-40-8 benzyl(trimethylsilylmethyl)formamide 

Downstream Products

• 18159-17-6 1-benzyl-1H-pyrrole-3-carboxylic acid 

Relevant academic research and scientific papers

Synthetic method of pyrrole-3-formic acid ester compound

The invention discloses a synthetic method of a pyrrole-3-formic acid ester compound and belongs to the field of organic synthesis technology. The main point of the scheme is as follows: according to the synthetic method of the pyrrole-3-formic acid ester compound, a dihydropyrrole-3-formic acid ester compound is dissolved in a solvent, and in the presence of an oxidizing agent, reacts at the temperature of 60-120 DEG C so as to prepare the pyrrole-3-formic acid ester compound. In comparison with the prior art, the invention has the following advantages: (1) by the adoption of one-step reaction, waste emission is decreased and environmental burden is reduced; (2) by using oxygen or air as the oxidizing agent, the condition is green and environment-friendly; (3) the reaction is carried out at the temperature of minus 120 DEG C, condition is mild, and operation is simple; (4) the application range of a substrate is wide; and (5) atom economy of the reaction is high.

Design and synthesis of non-peptide mimetics mapping the immunodominant myelin basic protein (MBP83-96) epitope to function as T-cell receptor antagonists

Encephalitogenic T cells are heavily implicated in the pathogenesis of multiple sclerosis (MS), an autoimmune demyelinating disease of the central nervous system. Their stimulation is triggered by the formation of a trimolecular complex between the human

Palladium-Catalyzed Regioselective Dehydrogenative C–H/C–H Cross-Coupling of Pyrroles and Pyridine N-Oxides

The palladium-catalyzed cross-dehydrogenative coupling of N-alkylpyrroles and pyridine N-oxides gave the corresponding pyrrolylpyridine N-oxides. Cu(OAc)2·H2O as a co-catalyst with air as the terminal oxidant led to preferential coupling in the β-position, whereas AgOAc as the stoichiometric oxidant resulted in preferential coupling in the α-position. N-(Benzyloxymethyl)pyrrole derivatives were deprotected by hydrogenolysis followed by basic hydrolysis.

Silyl-Substituted Cyanoamines as Reagents for Heterocyclic Synthesis

Attempts to silylate the anion derived from several (dialkylamino)acetonitriles with chlorotrimethylsilane gave self-condensation products.Slow addition of chlorotrimethylsilane to (benzylmethylamino)acetonitrile followed by treatment of the resulting amm

Utilization of Phenylthio Substituted Amines for the Synthesis of Pyrrolidines

α-Phenylthio substituted amines have been found to be convenient reagents for the preparation of the pyrrolidine ring.Benzylamine (2) undergoes 1,3-dipolar cycloaddition with several dipolarophiles in the presence of silver fluoride.The reaction is believed to proceed via the intermediacy of an azomethine ylide.Treatment of α-(phenylthio)cyanoamines 10 and 17 with strong base results in the loss of the phenylthio group, and formation of substituted trans-piperazines 21, 22 in the case of 17.The mechanism of the reaction involves dimerization of the initially formed cyano substituted azomethine ylide intermediate, which behaves as a captodative diradical.Finally, the reaction of several alkenylamines with tributyltin hydride was studied as a method for generating the pyrrolidine ring via a radical cyclization reaction.

Synthetic Application of Cyanoaminosilanes as Azomethine Ylide Equivalents

A series of α-cyanoaminosilanes have been found to act as azomethine ylide equivalents.Treatment of these compounds with silver fluoride in the presence of electron-dificient alkynes and olefins gives substituted pyrroles and pyrrolidines in high yield.It was found that N-benzyl-N-(cyanomethyl)-N-amine undergoes stereospecific cycloaddition with dimethyl fumarate and maleate.The stereospecificity of the reaction is consistent with a concerted cycloaddition reaction.The cycloaddition behavior of an unsymmetrically substituted α-cyanosilylamine with methyl propiolate was also examined and found to react with high overall regioselectivity.The synthetic utility of cyanoaminosilanes as azomethine ylide equivalents was demonstrated by the preparation of a Reniera isoindole alkaloid.The key step in the synthesis involved the reaction of 2-methyl-3-methoxyquinone with N-methyl-N-(cyanomethyl)-N-amine in the presence of silver fluoride to give 2,5-dimethyl-6-methoxy-2H-isoindole-4,7-dione in good yield.