1729-67-5

Usage

Uses

Used in Chemical Synthesis:
Methyl 2,3-dibromopropionate is used as a synthetic intermediate for the preparation of methyl 2-azidoacrylate, which is an important compound in the synthesis of various organic molecules and pharmaceuticals.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, Methyl 2,3-dibromopropionate is used as a key building block for the synthesis of complex organic molecules, such as methyl (+)-(1′R, 2R) and (-)-(1′R, 2S)-1-(2-phenylethanol)aziridine-2-carboxylates. These compounds have potential applications in the development of new drugs and therapeutic agents.
Additionally, Methyl 2,3-dibromopropionate is used as a reagent in the synthesis of 2-substituted pyrido-oxazine, which is formed by its reaction with 2-acetamido-3-hydroxypyridine. Methyl 2,3-dibromopropionate may have potential applications in various fields, including pharmaceuticals and materials science.

Flammability and Explosibility

Notclassified

InChI:InChI=1/C4H6Br2O2/c1-8-4(7)3(6)2-5/h3H,2H2,1H3/t3-/m1/s1

Upstream product

• 67-56-1 methanol 
• 600-05-5 2,3-dibromopropionic acid 
• 292638-85-8 acrylic acid methyl ester 
• 87-90-1 trichloroisocyanuric acid 
• 107-13-1 acrylonitrile 

Downstream Products

• 10443-65-9 2-bromo-2-propenoic acid 
• 292638-85-8 acrylic acid methyl ester 
• 131389-78-1 N-propyl-2-methoxycarbonylaziridine 
• 1865-13-0 (E)-β-methoxycarbonylvinyl phenyl sulphone 
• 193417-26-4 N-[3-(triethoxysilyl)propyl]-2-carbomethoxy aziridine 
• 54969-31-2 1,4-Dimethyl-piperazin-2-carbonsaeure-methylester 
• 7691-28-3 methyl (+/-)-2-bromo-3-hydroxypropanoate 
• 330558-49-1 3-(4-methoxy-phenyl)-isoxazole-5-carboxylic acid methyl ester 
• 1081-30-7 3-phenyl-isoxazole-5-carboxylic acid methyl ester 
• 1266230-18-5 methyl (3S,7R,8aR)-2-benzyl-7-hydroxyoctahydropyrrolo-[1,2-a]pyrazine-3-carboxylate 
• 1421527-57-2 methyl (3R,7R,8aR)-2-benzyl-7-hydroxyoctahydropyrrolo-[1,2-a]pyrazine-3-carboxylate 
• 1266228-97-0 methyl (3S,8aR)-2-benzyloctahydropyrrolo[1,2-a]pyrazine-3-carboxylate 
• 1421527-56-1 methyl (3R,8aR)-2-benzyloctahydropyrrolo[1,2-a]pyrazine-3-carboxylate 
• 25662-14-0 methyl 1-tert-butylaziridine-2-carboxylate 

Relevant academic research and scientific papers

1,2,2-Tribromocyclopropanecarboxylic acid and derivatives - Valuable intermediates for four carbon cyclopropane and cyclopropene synthons

Methyl 1,1,2-tribromocyclopropanecarboxylate is readily available by dibromocyclopropanation of methyl α-bromoacrylate. Reaction with methyllithium at low temperature provides a simple route to methyl 2-bromocyclopropene carboxylate, while modification of the ester group followed by reaction with methyllithium leads to a series of related four-carbon cyclopropenes. The tribromo-ester is also readily converted into 1,1,2,2-tetrabromocyclopropane, a valuable three-carbon cyclopropene synthon.

COMPOUNDS AND METHODS FOR TREATMENT OF BACTERIAL INFECTIONS

This document discloses a novel class of compounds for inhibiting bacterial growth and treating bacterial infection. The compounds target a key step of the futalosine pathway and therefore are effective for the selective inhibition of certain bacterial species and genera with reduced side effect in comparison with conventional antibiotics.

Chemoselective Synthesis of N-Terminal Cysteinyl Thioesters via β,γ-C,S Thiol-Michael Addition

Dehydroalanine (ΔAla) is a highly electrophilic residue that can react efficiently with sulfur nucleophiles to furnish cysteinyl analogues. Herein, we report an efficient synthesis of N-terminal cysteinyl thioesters, suitable for S,N-acyl transfer, based on β,γ-C,S thiol-Michael addition. Both ionic and radical-based methodologies were found to be efficient for this process.

How Reaction Conditions May Influence the Regioselectivity in the Synthesis of 2,3-Dihydro-1,4-benzoxathiine Derivatives

The exploration of different reaction conditions aiming to obtain both 2,3-dihydro-1,4-benzoxathiine-2-yl derivatives and 2,3-dihydro-1,4-benzoxathiine-3-yl ones is reported. The treatment of 1,2-mercaptophenol with an organic base and a specific 2-bromo acrylate results in a solvent- and substrate-dependent exclusive solvation of O- and S-anions, thus managing the regioselectivity.

Using bar infrared spectra and coincidence indexes to study the diversity of solid cyanuric acid structures

A general method was developed for studying the diversity of individuals in a population based on the diversity of infrared spectra of solid cyanuric acid analytes obtained from various reactions of trichlorocyanuric acid. This method first generates infrared bar spectra for the analytes and then measures the coincidence and continence among pairs of the spectral peaks via confrontation matrices. Class markers are established to characterize analyte classes. Possible correlations among the employed reaction conditions and the nature of the produced solids, which are based on their infrared bar spectra, are discussed. The method of coincidence may be useful for characterizing polymorphs, particularly those of active pharmaceutical ingredients (APIs). The method may also be extended to define the homogeneity of solid analytes. The ANALIN module of the ANALOR software suite running on a dBase platform is used to generate the bar infrared spectra and to handle all calculations.

Targeting Alzheimer's disease by investigating previously unexplored chemical space surrounding the cholinesterase inhibitor donepezil

A series of twenty seven acetylcholinesterase inhibitors, as potential agents for the treatment of Alzheimer's disease, were designed and synthesised based upon previously unexplored chemical space surrounding the molecular skeleton of the drug donepezil, which is currently used for the management of mild to severe Alzheimer's disease. Two series of analogues were prepared, the first looking at the replacement of the piperidine ring in donepezil with different sized saturated N-containing ring systems and the second looking at the introduction of different linkers between the indanone and piperidine rings in donepezil. The most active analogue 5,6-dimethoxy-1-oxo-2,3-dihydro-1H-inden-2-yl 1-benzylpiperidine-4-carboxylate (67) afforded an in vitro IC50value of 0.03 ± 0.07 μM against acetylcholinesterase with no cytotoxicity observed (IC50of >100 μM, SH-SY5Y cell line). In comparison donepezil had an IC50of 0.05 ± 0.06 μM and an observed cytotoxicity IC50of 15.54 ± 1.12 μM. Molecular modelling showed a strong correlation between activity and in silico binding in the active site of acetylcholinesterase.

One-Pot Strategy for Thiazoline Synthesis from Alkenes and Thioamides

A convenient synthesis of a privileged pharmaceutical motif, thiazoline is accomplished. This reaction utilizes simple and readily available alkene and thioamide substrates in an intermolecular fashion via a simple one-pot procedure. A wide range of functional groups is tolerated, and the thiazoline product has been further utilized for the synthesis of the corresponding β-aminothiol and thiazole from routine hydrolysis and oxidation protocols.

Synthesis method of O-methyl-D-serine

The invention discloses a synthesis method of O-methyl-D-serine. The synthesis method includes the following steps that 1, acrylic acid methyl ester is added into a reaction bottle, after the temperature is raised, bromine is dropwise added, after an addition reaction is conducted, decompression and distillation are conducted to remove excessive bromine, methyl alcohol is added to residues, after the temperature is lowered, sodium methylate is added, after an alcoholysis reaction, decompression and distillation are conducted to remove methyl alcohol, ammonium hydroxide is added, after an ammonium hydroxide, concentrated crystallization is conducted, and O-methyl-DL-serine is obtained; 2, acetic acid is added into the reaction bottle, the O-methyl-DL-serine, D-tartaric acid and salicylaldehyde are added in sequence, after the temperature is raised for a reaction, cooling and crystallization are conducted, separation is conducted, and O-methyl-D-serine double salt is obtained; 3, the O-methyl-D-serine double salt is dissolved in a methyl alcohol aqueous solution, ammonium hydroxide is added to regulate PH to be 7-8, crystallization and separation are conducted, and the O-methyl-D-serine is obtained. The synthesis method is mild in reaction temperature, safe to operate, low in cost and high in chirality purity, and raw materials are easy to obtain.

Synthesis and biological evaluation of a series of benzoxazole/ benzothiazole-containing 2,3-dihydrobenzo[b][1,4]dioxine derivatives as potential antidepressants

A series of benzoxazole/benzothiazole-2,3-dihydrobenzo[b][1,4]dioxine derivatives (5a-5d and 8a-8j) was synthesized. Compounds were evaluated for binding affinities at the 5-HT1A and 5-HT2A receptors. Antidepressant activities of the compounds were screened using the forced swimming test (FST) and the tail suspension test (TST). The results indicated that the compounds exhibited high affinities for the 5-HT1A and 5-HT2A receptors and showed a marked antidepressant-like activity. Compound 8g exhibited high affinities for the 5-HT1A (Ki = 17 nM) and 5-HT2A (Ki = 0.71 nM) receptors; it also produced a decrease of the immobility time and exhibited potent antidepressant-like effects in the FST and TST in mice.

A PROCESS FOR PREPARING TRIAZOLE COMPOUNDS

The present invention relates to process for preparing triazole compounds used in the treatment of epilepsy. The process comprises of reacting compound of 2, 6 difluoroazide (II) with 2, 3 dihalo compound (III) to form compound of formula I, which on further treatment with an aminating agent gives Rufinamide (IV). 2, 6 difluoroazide (II) is reacted with 2, 3 dihalo compound (III) in the presence of a solvent. The reaction can be carried out in a single pot without isolation of intermediates.