727401-27-6

Usage

Classification

Non-nucleoside reverse transcriptase inhibitor (NNRTI).

Use

Treatment of HIV/AIDS.

Mechanism of action

Inhibits the reverse transcriptase enzyme, necessary for the replication of the HIV virus.

Administration

Typically used in combination with other antiretroviral medications.

Purpose

To reduce the viral load and improve the immune system of individuals living with HIV.

Side effects

Significant side effects, including neuropsychiatric symptoms such as depression, confusion, and hallucinations.

Potential risks

Teratogenic effects if used during pregnancy.

Medical supervision

Regular monitoring and medical supervision are necessary when using this medication.

Upstream product

• 1073-67-2 4-vinylbenzyl chloride 
• 120-46-7 1,3-diphenylpropanedione 
• 622-98-0 4-chloro(ethylbenzene) 
• 99-91-2 para-chloroacetophenone 
• 3391-10-4 1-(p-chlorophenyl)ethyl alcohol 

Downstream Products

• 116140-58-0 1,3-diphenyl-2-(1-phenyl-ethyl)-propane-1,3-dione 
• 10375-46-9 1,3-diphenyl-2-(1-phenylpropyl)propane-1,3-dione 
• 727401-29-8 2-(bicyclo[2.2.1]heptan-2-yl)-1,3-diphenylpropane-1,3-dione 
• 120-46-7 1,3-diphenylpropanedione 

Relevant academic research and scientific papers

Graphene oxide catalyzed ketone α-alkylation with alkenes: Enhancement of graphene oxide activity by hydrogen bonding

Direct α-alkylation of carbonyl compounds represents a fundamental bond forming transformation in organic synthesis. We report the first ketone-alkylation using olefins and alcohols as simple alkylating agents catalyzed by graphene oxide. Extensive studies of the graphene surface suggest a pathway involving dual activation of both coupling partners. Notably, we show that polar functional groups have a stabilizing effect on the GO surface, which results in a net enhancement of the catalytic activity. The method represents the first alkylation of carbonyl compounds using graphenes, which opens the door for the development of an array of protocols for ketone functionalization employing common carbonyl building blocks and readily available graphenes.

Base-free benzylation of 1,3-dicarbonyl compounds using sulfamic acid supported on silica by linker: a combined experimental and theoretical approach

Abstract: Sulfamic acid stabilized on the surface of silica by the n-propyl organic group linker which is named silica-bonded N-propylsulfamic acid was applied as an efficient heterogeneous catalyst with good recyclability and reusability for direct benzylation of 1,3-dicarbonyl compounds using secondary aromatic alcohols or styrenes as alkylating agents in high yields and short reaction times. All the reactions were carried out in nitromethane as solvent under an air atmosphere. The catalyst showed reusable feature by six times without a significant loss in its activity. Graphical abstract: [Figure not available: see fulltext.].

Solvent-free alkylation of 1,3-dicarbonyl compounds with benzylic, propargylic and allylic alcohols catalyzed by La(NO3)3·6H2O

An efficient and solvent free method for benzylation, propargylation and allylation of 1,3-dicarbonyl compounds with alcohols has been developed by using La(NO3)3·6H2O as water tolerable catalyst. The reaction was shown to proceed smoothly for various 1,3-dicarbonyl compounds with benzylic, propargylic and allylic alcohols including 1° allylic alcohols, without any solvent, providing a clean access to the desired products in short reaction times with good to excellent yields and high selectivity.

Sulfuric acid catalyzed addition of β-dicarbonyl compounds to alcohols under conventional heating and microwave-assisted conditions

The highly efficient direct addition of β-dicarbonyl compounds to secondary alcohols has been achieved using one of the cheapest acids, H 2SO4, as the catalyst. For a series of β-dicarbonyl compounds and various secondary alcohols, t

Ruthenium salophen triflate: A reusable catalyst for alkylation of 1,3-dicarbonyl compounds

Reaction of 1,3-dicarbonyl compounds with alcohols or olefins in the presence of catalytic amounts of electron-deficient [Ru(salophen)OTf] produced α-alkylated 1,3-dicarbonyls under solvent-free conditions. Different substituted benzylic alcohols were efficiently reacted with 2,4-pentanedione or 1,3-diphenyl-1,3-propanedione and their corresponding alkylated diones were obtained in good to excellent yield. On the other hand, substituted styrenes were also converted to their corresponding α-alkylated 1,3-dicarbonyls in good yields. The effect of reaction parameters such as solvent, amount of catalyst and axial substituent on the ruthenium salophen was also investigated. The catalyst was reusable several times without loss of its activity.

Highly efficient microwave-assisted substitution of β-dicarbonyl compounds with secondary alcohols using fluoroboric acid as the catalyst

The microwave-assisted substitution of β-dicarbonyl compounds with secondary alcohols has been achieved efficiently, using very cheap fluoroboric acid (HBF4) as the catalyst. For various β-dicarbonyl compounds and a series of secondary alcohols

Metal-free oxidative C-C bond formation of active methylenic sp3 C-H bonds with benzylic sp3 C-H and allylic sp3 C-H bonds mediated by DDQ

An efficient and simple method for the oxidative coupling of benzylic and allylic sp3 C-H bonds with active methylenic sp3 C-H bonds under metal-free conditions was developed by employing 2,3-dichloro-5,6- dicyanobenzoquinone (DDQ) as an oxidant. The reaction was shown to proceed smoothly for various 1,3-dicarbonyl compounds with a range of benzylic and allylic substrates in good to excellent yields.

Amberlyst-15 in ionic liquid: an efficient and recyclable reagent for the benzylation and hydroalkylation of β-dicarbonyl compounds

Benzylation and hydroalkylation of 1,3-dicarbonyl compounds using Amberlyst-15 immobilized in ionic liquid [Bmim][PF6] as an efficient reusable reagent was studied. The reagent was compared with other solid acid reagents along with role of the ionic liquid. The effect of various reaction parameters like type of reagent, solvent, substrate molar ratio, reaction time, and temperature were studied. Present protocol is advantageous due to the ease in handling of reagent, simple work-up procedure, economical and environmentally benign process. The products were obtained in good to excellent yield and applicable to wide variety of substrates.

Perchloric acid catalyzed homogeneous and heterogeneous addition of β-dicarbonyl compounds to alcohols and alkenes and investigation of the mechanism

(Figure presented) The direct addition of various β-dicarbonyl compounds to a series of secondary alcohols and alkenes has been achieved using 1 mol % perchloric acid (HClO4) as the catalyst. The HClO 4-catalyzed reactions could be conveniently conducted in commercial solvent and gave moderate to excellent yields. Moreover, the silica gel-supported HClO4 could also catalyze the heterogeneous addition for a series of substrates with similar or even higher yields in comparison with the homogeneous ones. The supported catalyst could be readily recovered and reused for four runs. Furthermore, the mechanism of the HClO4- catalyzed addition of the β-diketone to alcohol was investigated, and an SN1 mechanism was proved unambiguously for the first time through a series of experiments. The discrimination of catalytic abilities among different Bronsted acids was also rationalized by DFT calculations.

Triflic acid adsorbed on silica gel as an efficient and recyclable catalyst for the addition of β-dicarbonyl compounds to alcohols and alkenes

The silica gel supported triflic acid was readily prepared via simple absorption of TfOH onto chromatographic silica gel. This solid acid was applied as an efficient catalyst for the heterogeneous addition of various β-dicarbonyl compounds to a series of alcohols and alkenes, which afforded moderate to excellent yields under solvent-free conditions or in nitromethane. Moreover, this silica gel supported catalyst surprisingly exhibited higher reaction yields in comparison with the homogeneous catalyst and can be readily recovered and reused up to 6 times with almost maintained reactivity and yields.