675855-26-2

Usage

Uses

Used in Pharmaceutical Industry:
(R)-3-PHENYL-PENT-4-ENOIC ACID is used as a building block for the synthesis of various pharmaceuticals due to its unique chemical properties and versatility in organic synthesis. It serves as a key component in the development of new drugs, contributing to the advancement of medical treatments.
Used in Natural Products Industry:
In the natural products industry, (R)-3-PHENYL-PENT-4-ENOIC ACID is utilized as a precursor in the production of natural products, taking advantage of its unique chemical properties to create compounds with potential health benefits and applications.
Used in Fragrance and Flavor Industry:
(R)-3-PHENYL-PENT-4-ENOIC ACID is used as a precursor in the production of fragrances and flavors, where its unique chemical properties allow for the creation of diverse and complex scents and tastes.
Used in Agrochemical Industry:
(R)-3-PHENYL-PENT-4-ENOIC ACID has potential applications in the development of new agrochemicals, where its unique chemical properties and versatility in organic synthesis can contribute to the creation of innovative products for agricultural use.
Used in Material Science:
(R)-3-PHENYL-PENT-4-ENOIC ACID is also utilized in the field of material science, where its unique chemical properties and versatility in organic synthesis can be harnessed to develop new materials with specific properties and applications.

Upstream product

• 100556-66-9 3-phenylpent-4-enoic acid amide 
• 87802-78-6 dimethyl (S)-2-(1-phenylallyl)malonate 
• 85217-69-2 cinnamyl methyl carbonate 
• 1311201-72-5 (S)-2-(1-phenylallyl)malonic acid 
• 137586-02-8 3-Phenyl-pent-4-enoyl chloride 
• 104-54-1 3-Phenylpropenol 
• 5703-57-1 3-phenylpent-4-enoic acid 
• 675855-21-7 (4S)-4-isopropyl-2-[(2R,E)-2-phenyl-4-(trimethylsilyl)-3-butenyl]-4,5-dihydro-1,3-oxazole 
• 132769-61-0 3-phenyl-pent-4-ene nitrile 

Downstream Products

• 392655-86-6 (3R)-3-phenyl-1-pent-4-en-1-ol 
• 930273-65-7 (R)-N-allyl-N-benzyl-3-phenyl-4-pentenamide 
• 1217596-53-6 (2R)-(2-phenylbut-3-enyl)carbamic acid tert-butylester 
• 1217596-67-2 (2R)-N-(3-(1,5-dioxaspiro[5.5]undecan-7-yl)propyl)-2-phenylbut-3-en-1-amine 
• 1217596-65-0 (2R)-N-(2-(1,5-dioxaspiro[5.6]dodecan-7-yl)ethyl)-2-phenylbut-3-en-1-amine 

Relevant academic research and scientific papers

Enantioselective synthesis of angularly substituted 1-azabicylic rings: Coupled dynamic kinetic epimerization and chirality transfer

A new strategy for enantioselective synthesis of azacyclic molecules in which dynamic kinetic equilibration of diastereomeric iminium ions precedes a stereochemistry-determining sigmatropic rearrangement is reported. The method is illustrated by the synthesis, in high enantiomeric purity (generally 95-99% ee), of a variety of 1-azabicyclic molecules containing angular allyl or 3-substituted 2-propenyl side chains adjacent to nitrogen and up to three stereogenic centers. In these products, the size of the carbocyclic ring is varied widely (5-12 membered); however, useful yields are obtained in forming 1-azabicyclic products containing only fused pyrrolidine and piperidine rings. Chirality transfer from substituents at carbons 1 and 2 of the 3-butenylamine fragment of the starting material is investigated, with methyl and phenyl substituents at the allylic position shown to provide exquisite stereocontrol (generally 98-99% chirality transfer). An attractive feature of the method is the ability to carry out the key transformation in the absence of solvent. Illustrated also is the high yielding conversion of four such products to a new family of bicyclic β-amino acids of high enantiomeric purity.

The studies on chemoenzymatic synthesis of Femoxetine

The studies on enzymatic kinetic resolution of 3-phenyl-4-pentenoic acid esters were performed. The obtained results demonstrated that the careful choice of biocatalyst and a reaction type are very important for successful enzymatic kinetic resolution. Ki

Enantioselective β-vinylation of α,β-unsaturated aldehydes using a β-nitroethyl sulfone as vinyl anion equivalent

A concise method for the asymmetric β-vinylation of enals is presented. The success of the reaction lies in the stereoselective organocatalyzed addition of β-nitroethyl sulfone 1 to enals and in the ability of Mg to promote the concomitant elimination of the sulfone moiety and the nitrous acid. The method performed in a three-step one-pot operation allows the synthesis of enantioenriched β-vinyl aldehydes and derivatives thereof. Copyright

Catalytic asymmetric synthesis of γ-substituted vinyl sulfones

A fast new entry for the stereoselective construction of γ-substituted vinyl sulfones is presented. The key for success is the use of a readily available chiral secondary amine catalyst that allows the use of base-sensitive β-nitroethyl sulfones as masked β-sulfonyl vinyl anions in conjugate additions. The method performed in a three-step one-pot operation gives access to a great variety of vinyl sulfones in good yields and with excellent enantioselectivities. The method has also been extended to other relatively base-sensitive β-electron-withdrawing-substituted nitroalkanes to afford products with manifold functionality, providing a quick entry to very attractive synthetic intermediates for organic synthesis.

An unusual β-vinyl effect leading to high efficiency and enantioselectivity of the amidase, nitrile biotransformations for the preparation of enantiopure 3-arylpent-4-enoic acids and amides and their applications in synthesis

(Chemical Equation Presented) Biotransformations of 3-arylpent-4- enenitriles catalyzed by Rhodococcus erythropolis AJ270, a nitrile hydratase/amidase-containing microbial whole-cell catalyst were studied, and an unusual β-vinyl effect of the substrate on

Stereoselective Construction of Acyclic Carbon Chains by a One-Pot Coupling Process Based on Alkenyloxazoline-Titanium Complexes

A versatile organometallic intermediate, an alkenyloxazoline-titanium complex, has been developed that enables one-pot multicomponent diastereoselective and asymmetric coupling processes to be achieved in a remarkably efficient manner (see scheme).

Synthesis of versatile chiral intermediates by enantioselective conjugate addition of alkenyl Grignard reagents to enamides deriving from (R)-(-)- or (S)-(+)-2-aminobutan-1-ol

Conjugate addition of but-3-enylmagnesium bromide to the chiral crotonamide (R)-(+)- and (S)-(-)-3, followed by hydrolysis and oxidation, afforded enantiopure (R)-(+)- and (S)-(-)-3-methyladipic acids 8, respectively. Conjugate addition of vinylmagnesium chloride to the chiral crotonamide and cinnamamides (R)-(+)-3-5, followed by hydrolysis, gave the alkenoic acids (S)-12-14, respectively. Iodolactonization of the latter led to the 5-iodomethyllactones (+)-15-17, which were reduced by means of n- Bu3SnH into the trans-disubstituted 5-methyllactones (+)-19-21, respectively. Treatment of the iodomethyllactone (+)-16 with LiMe2Cu or n- Bu2CuLi furnished the trans-5-alkyl-4-phenyllactones (-)-22 or (+)-23.