4383-23-7

Usage

Uses

Used in Pharmaceutical Industry:
Benzenemethanamine, R-2-propenylis used as an intermediate in the synthesis of various pharmaceuticals for its ability to be incorporated into complex molecular structures, contributing to the development of new drugs with potential therapeutic applications.
Used in Agrochemical Industry:
In the agrochemical sector, Benzenemethanamine, R-2-propenylserves as a key component in the production of agrochemicals, such as pesticides and herbicides, due to its reactivity and potential to form stable compounds with desired biological activities.
Used as a Research Reagent:
Benzenemethanamine, R-2-propenylis utilized as a research reagent in biochemical studies, where it aids in understanding the mechanisms of various biological processes and the development of novel chemical entities for research purposes.
It is important to handle Benzenemethanamine, R-2-propenylwith care, as it can be toxic and harmful if not used properly, highlighting the need for proper safety measures during its application and synthesis processes.

Upstream product

• 34522-48-0 2-phenyl-4-pentenenamide 
• 68843-67-4 (E)-1-phenylbut-3-en-1-one oxime 
• 780-25-6 N-benzylidene benzylamine 
• 106-95-6 allyl bromide 
• 107-05-1 3-chloroprop-1-ene 
• 107164-92-1 1-Phenyl-but-3-enylamine; compound with sulfuric acid 
• 138228-58-7 N-benzylidene-D,L-alanineamide 
• 108888-96-6 4-Methyl-2-{[1-phenyl-meth-(E)-ylidene]-amino}-pentanoic acid amide 
• 1086209-16-6 α-benzylideneamino-α-phenylacetamide 
• 108888-99-9 3-Phenyl-2-{[1-phenyl-meth-(E)-ylidene]-amino}-propionamide 
• 17599-61-0 N-benzylidene-1,1,1-trimethylsilanamine 
• 1730-25-2 allylmagnesium bromide 
• 217947-24-5 N-(1-phenylbut-3-en-1-yl)benzenesulfonamide 
• 688-61-9 Triallylborane 

Downstream Products

• 126525-24-4 4-acetylamino-4-phenyl-1-butene 
• 4383-23-7 (S)-1-phenylbut-3-en-1-amine 
• 231617-04-2 (R)-N-acetyl-4-amino-4-phenyl-1-butene 
• 1220121-33-4 C₁₃H₁₇NO₂ 
• 115224-13-0 (R)-4-amino-4-phenyl-1-butene 
• 1220121-35-6 C₁₄H₁₉NO₂ 
• 1220121-37-8 C₁₄H₁₇NO 
• 333380-82-8 N-((S)-1-phenylbut-3-enyl)acetamide 
• 1220121-31-2 C₁₃H₁₇NO 
• 1220121-36-7 (R)-N-(1-phenylbut-3-enyl)acrylamide 
• 142422-26-2 5,6-Dihydro-6-phenyl-2(1H)-pyridinone 
• 126525-25-5 N-(1-phenyl-3-buten-1-yl)propenamide 
• 1022-45-3 2-phenyl-4(3H)-quinazolinone 

Relevant academic research and scientific papers

Synthesis of homoallylic amines via N-acyliminium ion reactions on solid support

The synthesis of a library of homoallylic amines is reported. The key step in the synthesis is a one-pot N-acyliminium ion coupling involving a solid phase-bound carbamate, an aldehyde and an allylsilane under Lewis acid conditions.

Development and application of allyl, 2-sulfonylethyl and 2-thioethyl carbamate linkers for solid phase N-acyliminium ion chemistry

We have evaluated the allyl, 2-sulfonylethyl (SEC) and 2-thioethyl (TEC) carbamate linker systems for their application in solid supported N-acyliminium ion chemistry. As model reactions the syntheses of both homoallylic amines (via a three component prot

HFIP-mediated 2-aza-Cope rearrangement: Metal-free synthesis of α-substituted homoallylamines at ambient temperature

An efficient metal-free strategy for the synthesis of α-substituted homoallylamine derivatives has been developed via a 1,1,1,3,3,3-hexafluoro-2-propanol (HFIP)-promoted 2-aza-Cope rearrangement of aldimines, generated in situ by condensation of aldehydes with easily accessible 1,1-diphenylhomoallylamines. This reaction provides rapid access to α-substituted homoallylamines with excellent functional group tolerance and yields. The reaction takes place at room temperature and no chromatographic purification is required for product isolation. The synthetic utility of the current method is further demonstrated by the transformation of the obtained benzophenone ketimines into N-unprotected homoallylamines, an α-amino alcohol and an α-amino amide. This journal is

Directed Nickel-Catalyzed Diastereoselective Reductive Difunctionalization of Alkenyl Amines

We report herein an intermolecular syn-arylalkylation and alkenylalkylation of alkenyl amines with two different organohalides (iodides and bromides) using Ni(II) catalyst. The cleavable bidentate quinolinamide is utilized after extensive directing group screening to enable olefin difunctionalization with high levels of regio-, chemo-, and diastereocontrol. This general and practical protocol is compatible with α- or β-substituted terminal alkenes and internal alkenes, providing rapid access to branched aliphatic amines bearing two skipped and vicinal stereocenters with high diastereoselectivities that would otherwise be difficult to synthesize.

Formal α-Allylation of Primary Amines by a Dearomative, Palladium-Catalyzed Umpolung Allylation of N-(Aryloxy)imines

N-(Aryloxy)imines, readily accessible by condensation/tautomerization of (pseudo)benzylic primary amines and 2,6-di-tert-butyl-1,4-benzoquinone, undergo efficient allylation to afford a wide range of homoallylic primary amines following hydrolytic workup. Deprotonation of N-(aryloxy)imines generates a delocalized 2-azaallyl anion-type nucleophile that engages in dearomative C-C bond-forming reactions with allylpalladium(II) electrophiles generated from allylic tert-butyl carbonates. This reactivity umpolung enables the formal α-allylation of (pseudo)benzylic primary amines. Mechanistic studies reveal that the apparent regioselectivity of the desired bond-forming event is a convergent process that is initiated by unselective allylation of N-(aryloxy)imines to give several regioisomeric species, which subsequently rearrange via stepwise [1,3]- or concerted [3,3]-sigmatropic shifts, ultimately converging to provide the desired regioisomer of the amine products.

Homoallylic amines as efficient chiral inducing frameworks in the conjugate addition of amides to α,β-unsaturated esters. An entry to enantio-enriched diversely substituted amines

The diastereoselective conjugate addition of secondary homoallylamines, obtained in the enantioenriched form via allylmetallation of imines, to α,β-unsaturated esters is reported. This method allows access to valuable building blocks as well as heterocyclic skeletons, providing tertiary amines bearing two chains integrating a stereogenic center adjacent to the nitrogen atom.

Lewis acidic FeCl3 promoted 2-aza-Cope rearrangement to afford α-substituted homoallylamines in dimethyl carbonate

The iron(iii)-catalyzed efficient strategy for the synthesis of α-substituted homoallylamines was accomplished via a cationic 2-aza-Cope rearrangement of aldimines, generated in situ by condensation of commercially available aldehydes and easily synthesizable 1,1-diphenylhomoallylamines. This reaction features a broad substrate scope with high yields and is conducted in an eco-friendly solvent, i.e. dimethyl carbonate.

Enantioselective Strecker and Allylation Reactions with Aldimines Catalyzed by Chiral Oxazaborolidinium Ions

Chiral oxazaborolidinium ion (COBI)-catalyzed enantioselective nucleophilic addition reactions of aldimines using tributyltin cyanide and allyltributylstannane have been developed. Various α-aminonitriles and homoallylic amines were synthesized in high yi

New growth regulators of corn based on N-mono- and N,N-bis-3-butenyldichloroacetamides

Allylboration of imines, nitriles (including hydrocyanic acid), amides, lactams, aromatic azaheterocycles (pyridines, isoquinoline, and pyrrole) was used to synthesize a series of mono- and bis-3-butenylamines with different structures, which were converted to dichloroacetamides, new analogs of a known safener (herbicide antidote) Dichlormid successfully used in the cultivation of corn throughout the world. Biological tests for the germination of corn seeds showed that most of the dichloroacetamides obtained have growth-stimulating activity, which is mainly directed on the development of the root system. Compounds 2f, trans- and cis-2n, cis-2s, and 2t demonstrated outstanding activity, exceeding from two to three times the stimulating effect of Dichlormid on the developing root system of maize seedlings.

One-Pot Reductive Allylation of Amides by Using a Combination of Titanium Hydride and an Allylzinc Reagent: Application to a Total Synthesis of (-)-Castoramine

A one-pot direct reductive allylation protocol has been developed for the synthesis of secondary amines by using titanium hydride and an allylzinc reagent. This protocol is applicable to a broad range of substrates, including acyclic amides, benzamides, α,β-unsaturated amides, and lactams. The stereochemical outcome obtained from the reaction with crotylzinc reagent suggested that the allylation reaction proceeds through a six-membered cyclic transition state. A total synthesis of (-)-castoramine was accomplished by following this protocol for the highly stereoselective construction of contiguous stereocenters.