54716-02-8

Basic information

• Product Name: ETHYL (E)-3-(1-PYRROLIDINO)CROTONATE
• Synonyms: ETHYL (E)-3-(1-PYRROLIDINO)CROTONATE;Ethyl (E)-3-(1-pyrrolidino)-2-butenoate;ethyl 3-(1-pyrrolidinyl)crotonate;(2E)-3-Pyrrolizino-2-butenoic acid ethyl ester;(E)-3-(1-Pyrrolidinyl)-2-butenoic acid ethyl ester;(E)-3-Pyrrolizino-2-butenoic acid ethyl ester;Ethyl (E)-3-(1-pyrrolidinyl)crotonate, 97%;(2E)-3-(1-Pyrrolidinyl)-2-butenoic acid ethyl ester
• CAS NO: 54716-02-8
• Molecular Formula: C₁₀H₁₇NO₂
• Molecular Weight: 183.25
• EINECS: 259-303-3
• Mol File: 54716-02-8.mol
• Article Data: 14

Chemical Properties

• Melting Point: 25-26 °C
• Boiling Point: 125-126°C 0,8mm
• Flash Point: 125-126°C/0.8mm
• Appearance: /
• Density: 1.036 g/cm³
• Vapor Pressure: 0.0105mmHg at 25°C
• Refractive Index: 1.5410
• Storage Temp.: 2-8°C
• PKA: 6.56±0.20(Predicted)
• BRN: 1310113
• CAS DataBase Reference: ETHYL (E)-3-(1-PYRROLIDINO)CROTONATE(CAS DataBase Reference)
• NIST Chemistry Reference: ETHYL (E)-3-(1-PYRROLIDINO)CROTONATE(54716-02-8)
• EPA Substance Registry System: ETHYL (E)-3-(1-PYRROLIDINO)CROTONATE(54716-02-8)

Safety Data

• Hazard Codes: Xi
• Statements: 36/38-36
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 54716-02-8(Hazardous Substances Data)

Usage

General Description

ETHYL (E)-3-(1-PYRROLIDINO)CROTONATE is a chemical compound with the molecular formula C11H17NO2. It is commonly used in the synthesis of pharmaceuticals and agricultural chemicals. ETHYL (E)-3-(1-PYRROLIDINO)CROTONATE is an ester, which means it is formed by the reaction of an alcohol and a carboxylic acid. It is also a pyrrolidino compound, containing a pyrrolidine ring in its structure. ETHYL (E)-3-(1-PYRROLIDINO)CROTONATE is known for its potential application in the development of drugs and as a building block in organic synthesis. It is important to handle this compound with caution, as it may have potential health hazards and should be used in a controlled environment.

InChI:InChI=1/C10H17NO2/c1-3-13-10(12)8-9(2)11-6-4-5-7-11/h8H,3-7H2,1-2H3/b9-8-

Upstream product

• 123-75-1 pyrrolidine 
• 4341-76-8 Ethyl 2-butynoate 
• 141-97-9 ethyl acetoacetate 

Downstream Products

• 229308-48-9 3-(2-benzyloxycarbonylaminoethyl)isoxazole-4-carboxylate 
• 83817-50-9 ethyl 3-(2-chlorophenyl)-5-methylisoxazole-4-carboxylate 
• 97026-71-6 (3-(4-chlorophenyl)-5-methyl)isoxazole-4-carboxylic acid ethyl ester 
• 495417-31-7 ethyl 3-(4-methoxyphenyl)-5-methylisoxazole-4-carboxylate 
• 479077-33-3 4-ethoxycarbonyl-5-methyl-3-pyridin-4-yl-isoxazole 
• 495417-30-6 ethyl 3-(2-methoxyphenyl)-5-methylisoxazole-4-carboxylate 
• 917388-43-3 C₁₄H₁₅NO₄ 
• 1143-82-4 ethyl 5-methyl-3-phenylisoxazole-4-carboxylate 
• 495417-29-3 ethyl 3-(5-chloro-2-methoxyphenyl)-5-methylisoxazole-4-carboxylate 
• 495417-28-2 3-(3-chloro-phenyl)-5-methyl-isoxazole-4-carboxylic acid ethyl ester 
• 393812-70-9 2-(3-nitrobenzyl)-3-oxo-butyric acid ethyl ester 
• 124576-58-5 ethyl 2-[(ethoxycarbonyl)amino]-3-oxobutanoate 
• 237765-36-5 3-((1S,2S)-1-Benzyloxycarbonylamino-2-methyl-butyl)-5-methyl-isoxazole-4-carboxylic acid ethyl ester 
• 237765-37-6 3-((S)-1-Benzyloxycarbonylamino-3-methyl-butyl)-5-methyl-isoxazole-4-carboxylic acid ethyl ester 

Relevant articles and documents

3-(1-Aminoalkyl)isoxazole-4-carboxylic acids as peptide bond replacements

An orthogonally protected 3-(1-aminoalkyl)isoxazole-4-carboxylic acid has been prepared by 1,3-dipolar cycloaddition of a suitably protected α-aminonitrile oxide with an enaminoester dipolarophile; this protected amino acid has been deprotected and coupled independently at either the C- or N-terminus to produce pseudopeptide segments as peptide mimetics that contain a cis-amide bond replacement. Copyright (C) 2000 Elsevier Science Ltd.

Lipid accumulation inhibitory activities of novel isoxazole-based chenodeoxycholic acids: Design, synthesis and preliminary mechanism study

In continuation of our drug discovery program on hyperlipidemia, a series of novel isoxazole-chenodeoxycholic acid hybrids were designed, synthesized and evaluated for their lipid-lowering effects. Preliminary screening of all the synthesized compounds was done by using a 3T3-L1 adipocyte model, in which the most active compound 16b could significantly reduce the lipid accumulation up to 30.5% at a nontoxic concentration 10 μM. Further mechanism studies revealed that 16b blocked lipid accumulation via activating FXR-SHP signaling pathway, efficiently down-regulated the expression of key lipogenesis regulator SREBP-1c.

Dual platinum and pyrrolidine catalysis in the direct alkylation of allylic alcohols: Selective synthesis of monoallylation products

A dual platinum- and pyrrolidine-catalyzed direct allylic alkylation of allylic alcohols with various active methylene compounds to produce products with high monoallylation selectivity was developed. The use of pyrrolidine and acetic acid was essential, not only for preventing undesirable side reactions, but also for obtaining high monoallylation selectivity. Two cats are better than one: The combined use of platinum and pyrrolidine catalysts enabled the direct alkylation of allylic alcohols with reactive methylene compounds. Pyrrolidine was essential for obtaining high selectivity of the monoallylation products, which were produced without the use of excess nucleophiles. cod=1,5- cyclooctadiene, EWG=electron-withdrawing group.