38694-47-2

Usage

Uses

Used in Pharmaceutical Industry:
4-Bromobutyraldehyde is used as a building block for the production of various pharmaceuticals, contributing to the development of new drugs and medicines.
Used in Agrochemical Industry:
4-Bromobutyraldehyde is used as a building block for the production of various agrochemicals, aiding in the development of agricultural chemicals and products.
Used in Fine Chemicals Industry:
4-Bromobutyraldehyde is used as a building block for the production of fine chemicals, which are important in various chemical applications and processes.
Used in Organic Synthesis:
4-Bromobutyraldehyde is used as an intermediate in the synthesis of other organic compounds, such as 4-bromobutyric acid and 4-bromobutyric acid ethyl ester, facilitating the creation of a range of chemical products.
Used in Flavors and Fragrances Industry:
4-Bromobutyraldehyde is used in the manufacturing of flavors and fragrances, adding to the variety and complexity of scents and tastes in various products.
Used in Research and Development:
4-Bromobutyraldehyde is primarily utilized in the research and development of new chemical products, driving innovation and advancement in the chemical sciences.
Safety Note:
4-Bromobutyraldehyde should be handled with care as it can cause irritation to the skin, eyes, and respiratory system if not used properly.

Upstream product

• 33036-62-3 4-Bromo-1-butanol 
• 109-99-9 tetrahydrofuran 
• 927-58-2 4-bromobutyroyl chloride 
• 2623-87-2 bromobutyric acid 
• 2969-81-5 Ethyl 4-bromobutyrate 
• 1119-51-3 bromopentene 
• 5332-06-9 4-bromobutanenitrile 
• 78362-94-4 {PPN}{HCr(CO)5} 
• 4897-84-1 Methyl 4-bromobutyrate 
• 1310031-36-7 C₁₂H₂₁Br₃O₃ 
• 5162-44-7 1-bromo-4-butene 
• 76-09-5 2,3-dimethyl-2,3-butane diol 
• 31930-39-9 4-bromocrotonaldehyde 
• 65032-47-5 cyclobutyl p-toluenesulfonamide 

Downstream Products

• 24157-02-6 4-bromo-1,1-dimethoxybutane 
• 123289-35-0 (Z)-7-bromo-3-(phenylthio)-1,3-heptadiene 
• 123289-42-9 (E)-7-bromo-3-(phenylthio)-1,3-heptadiene 
• 162732-73-2 1'-(1'R,2'S,5'R)-menthyl-(E)-6-bromohex-2-enoate 
• 62563-07-9 2-(3-bromopropyl)-1,3-dioxolane 
• 157491-70-8 4-bromobutanal dibenzyl acetal 
• 1403666-74-9 2-(3-bromopropyl)-N,N-dimethyl-4,4-diphenyl-4H-benzo[d][1,3]dioxin-6-amine 
• 1185453-81-9 1-(1-(4-methoxyphenyl)pyrrolidin-2-yl)propan-2-one 
• 1155269-84-3 C₁₃H₂₄N₂O₃ 
• 5332-06-9 4-bromobutanenitrile 
• 539820-24-1 (S)-tetrahydrofuran-2-carbonitrile 
• 1393708-93-4 (R)-4-bromo-1-cyanobutyl acetate 
• 164472-78-0 (R)-(tetrahydrofuran-2-yl)carbonitrile 
• 14631-43-7 2-tetrahydrofuran-2-carbonitrile 

Relevant academic research and scientific papers

Design and Synthesis of Novel Macrocyclic Mer Tyrosine Kinase Inhibitors

Mer tyrosine kinase (MerTK) is aberrantly elevated in various tumor cells and has a normal anti-inflammatory role in the innate immune system. Inhibition of MerTK may provide dual effects against these MerTK-expressing tumors through reducing cancer cell survival and redirecting the innate immune response. Recently, we have designed novel and potent macrocyclic pyrrolopyrimidines as MerTK inhibitors using a structure-based approach. The most active macrocycles had an EC50 below 40 nM in a cell-based MerTK phosphor-protein ELISA assay. The X-ray structure of macrocyclic analogue 3 complexed with MerTK was also resolved and demonstrated macrocycles binding in the ATP binding pocket of the MerTK protein as anticipated. In addition, the lead compound 16 (UNC3133) had a 1.6 h half-life and 16% oral bioavailability in a mouse PK study.

Porphyrin-based design of bioinspired multitarget quadruplex ligands

Secondary nucleic acid structures, such as DNA and RNA quadruplexes, are potential targets for cancer therapies. Ligands that interact with these targets could thus find application as anticancer agents. Synthetic G-quartets have recently found numerous applications, including use as bioinspired G-quadruplex ligands. Herein, the design, synthesis and preliminary biophysical evaluation of a new prototype multitarget G-quadruplex ligand, PNAPorphySQ, are reported, where peptidic nucleic acid guanine (PNAG) was incorporated in the porphyrin-templated synthetic G-quartet (PorphySQ). Using fluorescence resonance energy transfer (FRET)-melting experiments, PorphySQ was shown to possess enhanced quadruplex-interacting properties thanks to the presence of four positively charged PNAG residues that improve its electrostatic interactions with the binding site of both DNA and RNA quadruplexes (i.e., their negatively charged and accessible G-quartets), thereby making PNAPorphySQ an interesting prototype of a multitarget ligand. Both the chemical stability and water solubility of PNAPorphySQ are improved over the non-PNA derivative (PorphySQ), which are desirable properties for drug development, and while improvements remain to be made, this ligand is a promising lead for the further development of multitarget G-quadruplex ligands.

A synthesis of (±)-stemoamide using the intramolecular propargylic Barbier reaction

A diastereoselective synthesis of the alkaloid stemoamide has been achieved using the intramolecular propargylic Barbier reaction to construct the seven-membered ring. Georg Thieme Verlag Stuttgart.

Intramolecular [4+1] pyrroline annulation approach to pyrrolizidine alkaloids. Formal total synthesis of (±)-supinidine

Dienic azide was found to yield two dehydropyrrolizidines on thermolysis. The synthesis of these compounds is described and the mechanistic implications as well as synthetic utility of this new annulation sequence is discussed.

Evidence That Trimethyllysine Hydroxylase Catalyzes the Formation of (2S,3S)-3-Hydroxy-Nε-trimethyllysine

Trimethyllysine hydroxylase (TMLH) is an Fe(II) and 2-oxoglutarate (2OG) dependent oxygenase involved in the biomedically important carnitine biosynthesis pathway. A combination of synthetic and NMR studies provides direct evidence that human TMLH catalyzes the stereoselective conversion of (2S)-Nε-trimethyllysine to (2S,3S)-3-hydroxy-Nε-trimethyllysine.

2-(1-bromocyclobutyl) pyridine and synthesis method thereof

The invention belongs to the technical field of organic synthesis, and relates to 2- (1-bromocyclobutyl) pyridine and a synthesis method thereof. The 2 -(-1bromocyclobutyl) pyridine can be used as a medical intermediate, and the synthetic method of the compound comprises the following steps: by taking tetrahydropyrane- 2-ketone as a raw material, carrying out nine steps of reactions including substitution, ring closing, hydrolysis, substitution, substitution, reduction, grignard, substitution and substitution to prepare the 2- (-1bromocyclobutyl) pyridine, so that the synthetic route is simple, the cost is low, and the efficiency is high.

Palladium/Copper-catalyzed Oxidation of Aliphatic Terminal Alkenes to Aldehydes Assisted by p-Benzoquinone

The development of an anti-Markovnikov Wacker-type oxidation for simple aliphatic alkenes is a significant challenge. Herein, a variety of aldehydes can be selectively obtained from various unbiased aliphatic terminal alkenes using PdCl2(MeCN)2/CuCl in the presence of p-benzoquinone (BQ) under mild reaction conditions. Isomerization of the terminal alkene to the internal alkene was suppressed via slow addition of the starting material to the reaction mixture. In addition to the Pd catalyst, CuCl and BQ were essential in order to obtain the anti-Markovnikov product with high selectivity. Terminal alkenes bearing a halogen substituent afforded their corresponding aldehydes with high anti-Markovnikov selectivity. The halogen acts as a directing group in the reaction. DFT calculations indicate that a μ-chloro Pd(II)?Cu(I) bimetallic species with BQ coordinated to Cu is the catalytically active species in the case of a terminal alkene without a directing group.

Palladium-Catalyzed Aerobic Anti-Markovnikov Oxidation of Aliphatic Alkenes to Terminal Acetals

Terminal acetals were selectively synthesized from various unbiased aliphatic terminal alkenes and 1,2-, 1,3-, or 1,4-diols using a PdCl2(MeCN)2/CuCl catalyst system in the presence of p-toluquinone under 1 atm of O2 and mild reaction conditions. The slow addition of terminal alkenes suppressed the isomerization to internal alkenes successfully. Electron-deficient cyclic alkenes, such as p-toluquinone, were key additives to enhance the catalytic activity and the anti-Markovnikov selectivity. The halogen groups in the alkenes were found to operate as directing groups, suppressing isomerization and increasing the selectivity efficiently.

Fe(III)-Catalyzed Aerobic Intramolecular N-N Coupling of Aliphatic Azides with Amines

An Fe(III)-catalyzed intramolecular N-N coupling of aliphatic azidoamines that forms diverse five- and six-membered semisaturated diazoheterocycles using air as an oxidant is reported, providing an alternative to hydrazine-based methods. Mechanistic studies suggest that a N-radical induced intramolecular homolytic substitution (SH2) is involved in ring closure. The power of this N-N bond-forming method is also demonstrated by using it as the final step in a total synthesis of (-)-newbouldine.

Synthesis method of 5-fluoro-2-(1-bromocyclopropyl) pyridine

The invention relates to a synthesis method of 5-fluoro-2-(1-bromocyclopropyl) pyridine. 1,4-butyrolactone, ethyl 4-bromobutyrate and 5-fluoro-2-mercaptopyridine are used as raw materials to prepare 5-fluoro-2-(1-bromocyclopropyl) pyridine through eleven steps of reaction. A synthetic route of the 5-fluoro-2-(1-bromocyclopropyl) pyridine is as follows: (as described in the specification). The invention has the advantages that the synthesis method of 5-fluoro-2-(1-bromocyclopropyl) pyridine improves the yield and provides an efficient synthesis method for the synthesis of the compound.