51535-00-3

Basic information

• Product Name: METHYL 1-BENZYL-5-OXO-3-PYRROLIDINECARBOXYLATE
• Synonyms: METHYL 1-BENZYL-5-OXO-3-PYRROLIDINECARBOXYLATE;1-BENZYL-5-OXO-PYRROLIDINE-3-CARBOXYLIC ACID METHYL ESTER ;3-Pyrrolidinecarboxylic acid, 5-oxo-1-(phenylmethyl)-, methyl ester;1-Benzyl-5-oxo-3-pyrrolidinecarboxylic acid methyl ester;5-Oxo-1-(phenylmethyl)-3-pyrrolidinecarboxylic acid methyl ester;Methyl 1-benzyl-5-oxo-3-pyrrolidine-carboxylate,98%;Methyl 5-oxo-1-(phenylmethyl)-3-pyrrolidinecarboxylate;NSC 176916
• CAS NO: 51535-00-3
• Molecular Formula: C₁₃H₁₅NO₃
• Molecular Weight: 233.26
• EINECS: 257-257-9
• Product Categories: Esters;Pyrrolidines;Building Blocks;Heterocyclic Building Blocks;C13 to C20+;Building Blocks;Chemical Synthesis;Heterocyclic Building Blocks
• Mol File: 51535-00-3.mol
• Article Data: 15

Chemical Properties

• Melting Point: 63-66 °C(lit.)
• Boiling Point: 375.51°C (rough estimate)
• Flash Point: 193.6 °C
• Appearance: White to slightly yellow/Powder
• Density: 1.1475 (rough estimate)
• Refractive Index: 1.5310 (estimate)
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: -1.82±0.40(Predicted)
• CAS DataBase Reference: METHYL 1-BENZYL-5-OXO-3-PYRROLIDINECARBOXYLATE(CAS DataBase Reference)
• NIST Chemistry Reference: METHYL 1-BENZYL-5-OXO-3-PYRROLIDINECARBOXYLATE(51535-00-3)
• EPA Substance Registry System: METHYL 1-BENZYL-5-OXO-3-PYRROLIDINECARBOXYLATE(51535-00-3)

Safety Data

• Statements: 36/37/38
• Safety Statements: 24/25-60-37-26
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 51535-00-3(Hazardous Substances Data)

Usage

Chemical Properties

white to slightly yellowish powder

General Description

Enantiomeric separation of methyl 1-benzyl-5-oxo-3-pyrrolidinecarboxylate has been achieved using methylchlorophenyl carbamate of cellulose and of amylose as polysaccharide chiral stationary phases by HPLC.

InChI:InChI=1S/C13H15NO3/c1-17-13(16)11-7-12(15)14(9-11)8-10-5-3-2-4-6-10/h2-6,11H,7-9H2,1H3

Upstream product

• 617-52-7 Dimethyl itakonate 
• 100-46-9 benzylamine 
• 108303-96-4 2-({[1-Phenyl-meth-(E)-ylidene]-amino}-methyl)-succinic acid dimethyl ester 
• 100-52-7 benzaldehyde 
• 624-48-6 dimethyl cis-but-2-ene-1,4-dioate 
• 57402-97-8 N-<(trimethylsilyl)methyl>benzaldimine 
• 97-65-4 2-methylenesuccinic acid 
• 67-56-1 methanol 
• 5733-86-8 1-benzyl-5-oxopyrrolidine-3-carboxylic acid 
• 389838-02-2 (E)-1-(2-(methylthio)phenyl)-2-pyrrolidinyl-1-nitroethene 

Downstream Products

• 117022-79-4 4--1-(phenylmethyl)-2-pyrrolidinone 
• 5733-86-8 1-benzyl-5-oxopyrrolidine-3-carboxylic acid 
• 428518-42-7 (S)-(+)-1-(phenylmethyl)-5-oxo-3-pyrrolidinecarboxylic acid 
• 428518-36-9 methyl (R)-(-)-1-(phenylmethyl)-5-oxo-3-pyrrolidinecarboxylate 
• 428518-44-9 methyl (S)-1-(phenylmethyl)-5-oxo-3-pyrrolidinecarboxylate 
• 17012-21-4 1-benzylpyrrolidine-3-carboxylic acid methyl ester 
• 91189-04-7 N-methyl-5-oxo-1-(phenylmethyl)-3-pyrrolidinecarboxamide 
• 91189-16-1 N-(2-hydroxyethyl)-5-oxo-1-(phenylmethyl)-3-pyrrolidinecarboxamide 
• 5731-17-9 1-(Phenylmethyl)-3-pyrrolidinemethanol 
• 1209468-63-2 1-benzyl-4-(hydroxybis(4-methoxyphenyl)methyl)pyrrolidin-2-one 
• 478832-05-2 1-benzyl-4(S)-amino-2-pyrrolidinone hydrochloride 
• 478832-03-0 tert-butyl 1-benzyl-5-oxo-3-pyrrolidinylcarbamate 
• 368429-72-5 1-benzyl-5-oxo-pyrrolidine-3-carbohydrazide 
• 116041-19-1 1-benzyl 5-oxo-pyrrolidine-3-carboxamide 

Relevant articles and documents

Condensed 2-pyrrolidinone-1,2-oxazines from lithium enolate of 1-benzyl-5-oxo-3-pyrrolidinecarboxylic acid and β-aryl, β-nitroenamines

The reaction of the lithium enolate of 1-benzyl-5-oxo-3-pyrrolidinecarboxylic acid 3 with a series of β-aryl, β-nitroenamines unexpectedly afforded 6-aryl-2-benzyl-4-oxa-1-oxo-3a-methoxycarbonyl-2,5-diazaindenes 9a-d, whose structure was determined by analytical and NMR spectroscopical analysis. The structure of 9b was further confirmed by X-ray analysis. A reasonable mechanism for their formation is given.

A method for preparing west Naira Tanzania

The invention discloses a preparation method for nebracetam, and belongs to the technical field of medical chemistry. The key points of the technical scheme of the invention are as follows: the preparation method for the nebracetam comprises the following steps: performing Michael addition reaction and intramolecular cyclization on dimethyl itaconate and benzylamine serving as raw materials to obtain 1-benzyl-5-oxopyrrolidin-3-carboxylic methyl ester; reducing the 1-benzyl-5-oxopyrrolidin-3-carboxylic methyl ester by sodium borohydride to obtain 1-benzyl-4-hydroxymethyl-pyrrolidine-2-keton; performing methyl sulfonylation on the 1-benzyl-4-hydroxymethyl-pyrrolidine-2-keton to obtain 1-benzyl-5-oxopyrrolidin-3-carboxylic methanesulfonate; finally, performing ammonification and reduction on the 1-benzyl-5-oxopyrrolidin-3-carboxylic methanesulfonate by using ammonia water to obtain the nebracetam. The preparation method is simple in preparation process, easy to control and high in target product yield, and meets the requirement for green chemistry.

Inhibition of noroviruses by piperazine derivatives

There is currently an unmet need for the development of small-molecule therapeutics for norovirus infection. The piperazine scaffold, a privileged structure embodied in many pharmacological agents, was used to synthesize an array of structurally-diverse derivatives which were screened for anti-norovius activity in a cell-based replicon system. The studies described herein demonstrate for the first time that functionalized piperazine derivatives possess anti-norovirus activity. Furthermore, these studies have led to the identification of two promising compounds (6a and 9l) that can be used as a launching pad for the optimization of potency, cytotoxicity, and drug-like characteristics.