144688-80-2

Usage

General Description

1-Pyrrolidinecarboxylic acid, 2-(phenylmethyl)-, methyl ester, also known as Phenylmethyl pyrrolidine (PMP), is a chemical compound with the molecular formula C15H21NO2. It is a methyl ester derivative of pyrrolidinecarboxylic acid and is commonly used in the pharmaceutical industry as a building block for the synthesis of various drugs. PMP is known for its analgesic, antinociceptive, and antidepressant properties, and it also exhibits some dopamine reuptake inhibitory activity. 1-Pyrrolidinecarboxylic acid, 2-(phenylmethyl)-, methyl ester is often used in the research and development of novel therapeutics targeting the central nervous system, and its unique chemical structure makes it a valuable tool in drug discovery and medicinal chemistry.

Upstream product

• 250691-28-2 methyl pyrrolidinecarboxylate iminium cation 
• 6921-34-2 benzylmagnesium chloride 
• 855595-94-7 N-methoxycarbonyl-2-trimethylsilylpyrrolidine 
• 28493-54-1 benzyltributyltin 
• 130147-41-0 N-methoxycarbonyl-α-cyanopyrrolidine 
• 56475-88-8 methyl 2-methoxypyrrolidine-1-carboxylate 
• 56475-80-0 N-(methoxycarbonyl)pyrrolidine 
• 100-39-0 benzyl bromide 
• 144688-71-1 α-benzyl-α-cyano-N-methoxycarbonylpyrrolidine 

Downstream Products

• 56475-88-8 methyl 2-methoxypyrrolidine-1-carboxylate 

Relevant academic research and scientific papers

Distannane mediated reaction of N-acyliminium ion pools with alkyl halides. A chain mechanism involving radical addition followed by electron transfer

Hexabutyldistannane was found to be an effective mediator allowing the reaction of N-acyliminium ion pools with alkyl halides. A chain mechanism involving the addition of an alkyl radical generated from an alkyl halide to an N-acyliminium ion followed by the one-electron reduction of the resulting radical-cation by distannane was proposed.

Radical addition to cation pool . Reverse process of radical cation fragmentation

The reaction of an N-acyliminium ion with an alkyl iodide and hexabutyldistannane took place to give the alkylation product. A mechanism involving the addition of an alkyl radical to an N-acyliminium ion to produce the corresponding radical cation has been suggested. Copyright

Electrochemical deallylation of α-allyl cyclic amines and synthesis of optically active quaternary cyclic amino acids

Electrochemical oxidation of α-allylated and α-betizylated N-acylated cyclic amines by using a graphite anode easily affords the corresponding α-methoxylated products with up to 76% yield. Ease of oxidation was affected by the type of electrode, the size

Reactions of a N-acyliminium ion pool with benzylsilanes. Implication of a radical/cation/radical cation chain mechanism involving oxidative C-Si bond cleavage

The reaction of a N-acyliminium ion pool with benzylsilane proceeds by a chain mechanism involving oxidative C-Si bond cleavage. A radical/cation/radical cation crossover mechanism involving single electron transfer has been proposed. The effective binary

Reaction of an electrogenerated 'iminium cation pool' with organometallic reagents. Direct oxidative α-alkylation and -arylation of amine derivatives

We have developed an efficient direct oxidative α-alkylation and -arylation of carbamates based on the 'cation pool' method. Grignard reagents, organozinc compounds, and organoaluminum compounds are effective as carbon nucleophiles toward iminium cation pools generated by low temperature electrolysis of carbamates.

Electroorganic chemistry 139. Electroreductive decyanation of nitriles and its application to synthesis of α-alkylamines

Electroreduction of nitriles gave the corresponding decyanated products when Zn was used as the material of cathode in aprotic solvent (DMF or MeCN) containing Et4NOTs as a supporting electrolyte. Alkylation of amines at the α-position was effectively achieved by cyanation of amines at the α-position, and α-alkylation of the resultant α-amino nitriles followed by the electroreductive decyanation.