60666-70-8

Usage

Uses

Used in Pharmaceutical Industry:
2-Bromo-5-chlorobenzyl alcohol is used as a key intermediate in the synthesis of fluorodihydrohydroxy benzoxaborole, which is a potential treatment for onychomycosis. Its unique structure allows for the development of new therapeutic agents targeting fungal infections.
Used in Chemical Synthesis:
In the field of chemical synthesis, 2-Bromo-5-chlorobenzyl alcohol serves as an intermediate for the production of morpholylureas. These compounds are potent and selective inhibitors of AKR1C3, an enzyme involved in various biological processes. By targeting this enzyme, morpholylureas have potential applications in the development of new drugs for treating specific medical conditions.

InChI:InChI=1/C7H6BrClO/c8-7-2-1-6(9)3-5(7)4-10/h1-3,10H,4H2

Upstream product

• 27007-53-0 methyl-2-bromo-5-chlorobenzoate 
• 635-21-2 5-chloroanthranilic acid 
• 174265-12-4 2-bromo-5-chlorobenzaldehyde 
• 21739-93-5 2-bromo-5-chlorobenzoic acid 

Downstream Products

• 845301-97-5 2-bromo-5-chloro-1-(methoxymethoxymethyl)benzene 
• 174672-06-1 5-chloro-1,3-dihydro-2,1-benzoxaborol-1-ol 
• 1338254-50-4 2-bromo-5-chlorobenzyl methanesulfonate 
• 174265-12-4 2-bromo-5-chlorobenzaldehyde 
• 1161440-69-2 3-(2-bromo-5-chloro-phenyl)propan-1-ol 
• 1308314-42-2 (-)-(2-((2R,4S)-2-(2-(tert-butyldiphenylsilyloxy)ethyl)-4-(triisopropylsilyloxy)-3,4-dihydro-2H-pyran-6-yl)-5-chlorophenyl)methanol 
• 1308314-50-2 (-)-2-(2-(2-((2R,4S)-2-(tert-butyldiphenylsilyloxy)ethyl)-4-(triisopropylsilyloxy)-3,4-dihydro-2H-pyran-6-yl)-5-chlorophenyl)ethanol 
• 1308314-56-8 (-)-3-(2-((2R,4S)-2-(2-(tert-butyldiphenylsilyloxy)ethyl)-4-(triisopropylsilyloxy)-3,4-dihydro-2H-pyran-6-yl)-5-chlorophenyl)propan-1-ol 
• 1308314-68-2 C₄₁H₅₉ClO₅Si₂ 
• 1308314-89-7 (+)-(1S,3'R,4'S_.6'R)-6'-(2-(tert-butyldiphenylsilyloxy)ethyl)-5-chloro-4'-(triisopropylsilyloxy)-3',4',5',6'-tetrahydro-3H-spiro[isobenzofuran-1,2'-pyran]-3'-ol 
• 1308314-90-0 (+)-(1S,3'R,4'S_.6'R)-6'-(2-(tert-butyldiphenylsilyloxy)ethyl)-6-chloro-4'-(triisopropylsilyloxy)-3',4',5',6'-tetrahydrospiro[isochroman-1,2'-pyran]-3'-ol 
• 1308314-66-0 (+)-(1R,3'R,4'S_.6'R)-6'-(2-(tert-butyldiphenylsilyloxy)ethyl)-6-chloro-4'-(triisopropylsilyloxy)-3',4',5',6'-tetrahydrospiro[isochroman-1,2'-pyran]-3'-ol 
• 1308314-91-1 (+)-(1S,3'R,4'S_.6'R)-6'-(2-(tert-butyldiphenylsilyloxy)ethyl)-7-chloro-4'-(triisopropylsilyloxy)-3',4',5',6'-tetrahydro-3H-spiro[benzo[c]oxepine-1,2'-pyran]-3'-ol 

Relevant academic research and scientific papers

FLOW REACTION PROCESS FOR MANUFACTURE OF BORON-CONTAINING AGROCHEMICALS

The present invention relates to methods of preparing benzoxaboroles. Benzoxaborole compounds have shown promise as antimicrobial agents, especially against fungal pathogens. The invention also relates to compositions of acyclic alkoxy boronic acid esters as intermediates, and continuous flow processes of mixing the intermediates with organomagnesium, magnesium, or organolithium reagents to form the desired benzoxaboroles.

Synthesis method of citalopram intermediate

The invention provides a preparation method of a citalopram intermediate 4-(4-(dimethylamino)-1-(4-fluorophenyl)-1-hydroxybutyl)-3-(hydroxymethyl) benzonitrile. The method provided by the invention has the advantages of cheap and easily available raw materials, short reaction steps, high yield, simple post-treatment, easy operation and the like, reduces the cost, has certain technical advantages,and is suitable for large-scale industrial production.

Copper-Catalyzed Aerobic Oxidative Cyclization Cascade to Construct Bridged Skeletons: Total Synthesis of (?)-Suaveoline

Based on the discovery of copper-catalyzed cyclopropanol ring-opening addition to iminium ions, an unprecedented catalytic aerobic C?H oxidation/cyclopropanol cyclization cascade using CuCl2 as the multifunctional catalyst and air as the oxidant was developed to construct the azabicyclo[3.3.1]nonane skeleton, which is widespread in natural products and medicines. Using this method, concise asymmetric total synthesis of the indole alkaloid (?)-suaveoline was achieved. This study not only provides an efficient, low-cost, and environmentally benign method for constructing such bridged frameworks, but also enriches the realm of cyclopropanol chemistry and C?H functionalization.

Synthesis of functionalized helical BN-benzo[c] phenanthrenes

A novel parent BN-benzo[c]phenanthrene, with helical chirality and remarkable structural features, has been easily obtained in three steps with a global yield of 55%. Moreover, Cl-substituted derivatives have been prepared and these have served as useful starting materials for the development of palladium-catalyzed cross-coupling reactions.

Strategy for Overcoming Full Reversibility of Intermolecular Radical Addition to Aldehydes: Tandem C-H and C-O Bonds Cleaving Cyclization of (Phenoxymethyl)arenes with Carbonyls to Benzofurans

An intermolecular addition of carbon radicals enabled by a cascade radical coupling strategy is developed. It includes an intermolecular alkyl radical addition to a carbonyl group followed by an intramolecular alkoxy radical addition to haloarenes and produces substituted benzofurans in high yields. The radical nature of this reaction is explored by radical trapping experiments and EPR analysis. The mechanism is investigated by KIE experiments and control experiments. This method could provide rapid and practical access to the key intermediate of TAM-16, a safe and potent antibacterial agent for treating tuberculosis, and, therefore, is of great importance for organic synthesis and the pharmaceutical industry.

SUBSTITUTED POLYCYCLIC ANTIBACTERIAL COMPOUNDS

The present description relates to substituted polycyclic compounds of Formula (I), Formula (II) or Formula (III): wherein the dashed line represents an optional double bond and Rl, R2, R4, R5, R7, X and Z are as defined herein, and forms and compositions thereof, and also relates to uses of a compound of Formula (I), Formula (II) or Formula (III) or a form thereof and methods for treating or ameliorating Neisseria gonorrhoeae (N. gonorrhoeae) in a subject in need thereof comprising, administering an effective amount of the compound to the subject.

Pyrrole inhibitors of S-nitrosoglutathione reductase as therapeutic agents

The present invention is directed to inhibitors of S-nitrosoglutathione reductase (GSNOR), pharmaceutical compositions comprising such GSNOR inhibitors, and methods of making and using the same.

An efficient synthesis of 4-isochromanones via Parham-type cyclization with Weinreb amide

The synthesis of 4-isochromanones via Parham-type cyclization with Weinreb amide as the internal electrophilic group, t-BuLi as the lithium reagent was described. The reaction was efficient and could be completed in one minute. The application scope of this new protocol was investigated and the desired products could be obtained in good to excellent yields. Besides, the synthetic potential of this method was further demonstrated by the synthesis of natural product (±)-XJP, which was obtained in six steps with overall yield up to 54%.

METHOD FOR PROTECTING USEFUL PLANTS OR PLANT PROPAGATION MATERIAL

A method of controlling phytopathogenic diseases on useful plants or plant propagation material thereof, which comprises applying to said plant or plant propagation material a fungicidally effective amount of a compound of formula (I) wherein all the subs

Isoquinolin-3-Ylurea Derivatives

The invention relates to isoquinolin-3-ylurea derivatives of formula (I) wherein R1 represents (C1-C3)alkyl, (C1-C3)haloalkyl or cyclopropyl, R4 represents H and the substituents R2 and R3 and R5 have the meanings disclosed in the specification; and to the salts of such compounds. These compounds are useful for the prevention or the treatment of bacterial infections.