70526-06-6

Basic information

• Product Name: (Z)-ethyl 3-(pyrrolidin-1-yl)but-2-enoate
• Synonyms: (Z)-ethyl 3-(pyrrolidin-1-yl)but-2-enoate
• CAS NO: 70526-06-6
• Molecular Formula: C₁₀H₁₇NO₂
• Molecular Weight: 183.24748
• Mol File: 70526-06-6.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 263.1±19.0 °C(Predicted)
• Appearance: /
• Density: 1.036±0.06 g/cm3(Predicted)
• Storage Temp.: 2-8°C
• PKA: 6.56±0.20(Predicted)
• CAS DataBase Reference: (Z)-ethyl 3-(pyrrolidin-1-yl)but-2-enoate(CAS DataBase Reference)
• NIST Chemistry Reference: (Z)-ethyl 3-(pyrrolidin-1-yl)but-2-enoate(70526-06-6)
• EPA Substance Registry System: (Z)-ethyl 3-(pyrrolidin-1-yl)but-2-enoate(70526-06-6)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 70526-06-6(Hazardous Substances Data)

Usage

General Description

(Z)-ethyl 3-(pyrrolidin-1-yl)but-2-enoate is a chemical compound with the molecular formula C10H17NO2. It is commonly used as a pharmaceutical intermediate and a building block in organic synthesis. The compound is a derivative of pyrrolidine, a five-membered heterocyclic compound containing a nitrogen atom. It is an ester derivative with a but-2-enoate moiety, which is a functional group commonly found in organic compounds. (Z)-ethyl 3-(pyrrolidin-1-yl)but-2-enoate has potential applications in the synthesis of various pharmaceuticals and functional materials due to its unique chemical structure.

Upstream product

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

Downstream Products

• 609-14-3 2-acetylpropanoic 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 
• 412305-67-0 5-methyl-3-[3-(2-methyl-[1,3]dioxolan-2-yl)-propyl]-isoxazole-4-carboxylic acid ethyl ester 
• 83817-51-0 ethyl 3-(2-chloro-6-fluorophenyl)-5-methylisoxazole-4-carboxylate 
• 108400-97-1 ethyl (4E)-2-acetyl-5-phenylpent-4-enoate 
• 400828-03-7 ethyl 2-acetyl-2-(3-phenyl-2-propenyl)-5-phenyl-4-pentenoate 
• 954230-39-8 3-(4-fluoro-phenyl)-5-methyl-isoxazole-4-carboxylic acid ethyl ester 
• 1190830-84-2 ethyl 5-hydroxy-3-pyrrolidin-1-yl-6-oxo-6-phenylhex-2-enoate 
• 17147-42-1 ethyl 3,5-dimethylisoxazole-4-carboxylate 
• 16880-35-6 ethyl α-(phenylimidomethyl)acetoacetate 

Relevant articles and documents

Enamines as Surrogates of Alkene Carbanions for the Reductive Alkenylation of Secondary Amides: An Approach to Allylamines

A new strategy to construct allylamines through reductive alkenylation of secondary amides with enamines is reported. The method features the use of trifluoromethanesulfonic anhydride as an activation reagent of amides, and enamines as unconventional alkenylation reagents. In this manner, enamines serve as surrogates of alkene carbanions instead of the classical enolates equivalents. A possible mechanism involving a Hoffmann-like elimination of the amine-borane complex intermediate is proposed.

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.

New methodologies for the synthesis of 3-acylpyridone metabolites

A core isoxazolo[4,3-c]pyridin-4-one scaffold is prepared and elaborated at C-3(Me) and C-7 as a masked building block for 3-acylpyridin-2-ones related to the acylpyridone natural products Georg Thieme Verlag Stuttgart.