52438-21-8

Basic information

• Product Name: 1-cinnamoylpyrrolidine
• Synonyms: 1-cinnamoylpyrrolidine;1-[(2E)-1-Oxo-3-phenyl-2-propenyl]pyrrolidine;Cinnamopyrrolidide
• CAS NO: 52438-21-8
• Molecular Formula: C₁₃H₁₅NO
• Molecular Weight: 201.2643
• Product Categories: Alkaloids
• Mol File: 52438-21-8.mol
• Article Data: 28

Chemical Properties

• Melting Point: 123℃
• Appearance: /
• CAS DataBase Reference: 1-cinnamoylpyrrolidine(CAS DataBase Reference)
• NIST Chemistry Reference: 1-cinnamoylpyrrolidine(52438-21-8)
• EPA Substance Registry System: 1-cinnamoylpyrrolidine(52438-21-8)

Safety Data

• Hazardous Substances Data: 52438-21-8(Hazardous Substances Data)

Usage

General Description

1-Cinnamoylpyrrolidine is a type of chemical compound that belongs to the class of organic compounds known as cinnamoylpyrrolidines. These compounds contain a cinnamoylpyrrolidine moiety, which consists of a pyrrolidine ring bearing a cinnamoyl substituent. 1-Cinnamoylpyrrolidine is a less common but effective organic compound known for its association with aroma components found in food. This chemical compound is particularly prevalent in certain types of tobacco, contributing to their distinct flavor and scent. It is also notable for its potential role in research related to the pharmacological and medicinal realm, specifically in relation to its ability to inhibit certain enzymes. However, more research is needed to fully understand its potential benefits and risks.

Upstream product

• 100-52-7 benzaldehyde 
• 849693-82-9 1-[(diphenylphosphono)acetyl]pyrrolidine 
• 123-75-1 pyrrolidine 
• 102-92-1 cinnamoyl chloride 
• 15097-49-1 N-trimethylsilylpyrrolidine 
• 38986-89-9 trans-cinnamoyl fluoride 
• 2170-06-1 1-Phenyl-2-(trimethylsilyl)acetylene 
• 56900-83-5 C₁₉H₃₃AlSi 
• 2033-24-1 cycl-isopropylidene malonate 
• 151647-54-0 3-phenyl-1-pyrrolidin-1-yl-propane-1-one 
• 4030-18-6 N-(acetyl)pyrrolidine 
• 100-51-6 benzyl alcohol 
• 140-10-3 (E)-3-phenylacrylic acid 
• 1532548-78-9 1-(prop-2-ene-1-sulfinyl)pyrrolidine 

Downstream Products

• 119163-37-0 ((2S,3R)-3-Phenyl-oxiranyl)-pyrrolidin-1-yl-methanone 
• 389572-81-0 1-{[(2S,3R)-3-phenylaziridin-2-yl]carbonyl}pyrrolidine 
• 425620-12-8 pentacarbonyl-(4-ethoxy-5-phenyl-2-pyrrolidinium-3-cyclopentenyl)tungstate 
• 1257558-17-0 3-(4-(1H-pyrrol-1-yl)phenyl)-3-phenyl-1-(pyrrolidin-1-yl)propan-1-one 
• 1257630-49-1 potassium 3-phenyl-1-(pyrrolidin-1-yl)-3-(trifluoroborato)propan-1-one 
• 151647-54-0 3-phenyl-1-pyrrolidin-1-yl-propane-1-one 

Relevant articles and documents

Photoenzymatic Reductions Enabled by Direct Excitation of Flavin-Dependent "Ene"-Reductases

Non-natural photoenzymatic reactions reported to date have depended on the excitation of electron donor-acceptor complexes formed between substrates and cofactors within protein active sites to facilitate electron transfer. While this mechanism has unlocked new reactivity, it limits the types of substrates that can be involved in this area of catalysis. Here we demonstrate that direct excitation of flavin hydroquinone within "ene"-reductase active sites enables new substrates to participate in photoenzymatic reactions. We found that by using photoexcitation these enzymes gain the ability to reduce acrylamides through a single electron transfer mechanism.

Stereoselective formal hydroamidation of si-substituted arylacetylenes with DIBAL-H and isocyanates: Synthesis of (E)- And (Z)-α-Silyl-α,β-unsaturated amides

An efficient and stereoselective method for the synthesis of (E)- and (Z)-α-silyl-α,β-unsaturated amides and its synthetic applications are presented herein. The solvent-controlled hydroaluminations of Si-substituted alkynes with DIBAL-H generate diastereomerically enriched alkenylaluminum reagents that are directly reacted with isocyanates at ambient temperature to afford α-silyl-α,β-unsaturated amides in high yields with retained stereoselectivity. In particular, this process enables the synthesis of a broad range of (E)-α-silyl-α,β- unsaturated amides, which are the less studied isomers. The synthetic utility of this method is highlighted by its short reaction time, ease of purification, easily accessible substrates and reagents, gram-scale synthesis, and the further transformations of C-Si bonds into C-H, C-X, and C-C bonds.

Radical α,β-Dehydrogenation of Saturated Amides via α-Oxidation with TEMPO under Transition Metal-Free Conditions

A transition metal-free radical process for the selective α,β-dehydrogenation of saturated amides under mild conditions is developed. Utilizing radical activation strategy, the challenging issue associated with the low α-acidity of amides is resolved. For the first time, α,β-unsaturated Weinreb amides and acrylamides could be efficiently prepared directly from corresponding saturated amides. Mechanistic studies confirm the radical nature of this transformation. Two gram scale α,β-dehydrogenation have also been performed to demonstrate the utility of this method.