72912-38-0

Usage

Uses

Used in Pharmaceutical Industry:
2-BroMo-3,4-diMethoxy-benzeneMethanol is used as a key intermediate in the synthesis of isoquinoline and dibenzoquinolizine derivatives, which are known for their potent antibacterial properties. These derivatives are valuable in the development of new antibiotics to combat drug-resistant bacterial infections.
2-BroMo-3,4-diMethoxy-benzeneMethanol is used as a building block for the preparation of various organic compounds and pharmaceuticals due to its versatile functional groups and reactivity. Its presence in the molecular structure can influence the biological activity and pharmacokinetic properties of the final product, making it an essential component in the design and synthesis of novel therapeutic agents.

Upstream product

• 55171-60-3 2-bromo-3,4-dimethoxybenzylaldehyde 
• 621-59-0 isovanillin 
• 2973-58-2 2-bromoisovanillin 
• 2459-83-8 2-Bromo-3-hydroxy-4-methoxybenzyl Alcohol 
• 77-78-1 dimethyl sulfate 

Downstream Products

• 569-31-3 meconin 
• 93-03-8 (3,4-dimethoxyphenyl)methanol 
• 120-14-9 3,4-dimethoxy-benzaldehyde 
• 72912-40-4 (2-bromo-3,4-dimethoxyphenyl)ethylamine 
• 104113-97-5 N-<2-hydroxy-2-(4-methoxyphenyl)ethyl>-2-(2-bromo-3,4-dimethoxyphenyl)ethylamine 
• 71157-96-5 6-bromo-7,8-dimethoxy-1-(p-methoxyphenyl)-2,3,4,5-tetrahydro-1H-3-benzazepine 
• 67287-79-0 6-bromo-7,8-dihydroxy-1-(p-hydroxyphenyl)-2,3,4,5-tetrahydro-1H-3-benzazepine hydrobromide 
• 64179-43-7 6-hydroxymethyl-2,3-dimethoxy-benzoic acid dimethylamide 
• 1620095-94-4 2-bromo-3,4-dimethoxy-1-(2,2,2-trifluoroethyl)benzene 
• 1411714-30-1 C₃₂H₃₃NO₅ 
• 1411714-34-5 C₃₂H₂₉NO₄ 
• 1254068-24-0 N-(2,3-dimethoxyphenethyl)-2-[(2-(4-biphenyl)-3,4-dimethoxyphenyl)]acetamide 
• 1254068-68-2 C₃₂H₃₁NO₄ 
• 1254068-25-1 1-[2-(biphenyl-4-yl)-3,4-dimethoxybenzyl]-5,6-dimethoxyisoquinoline 

Relevant academic research and scientific papers

ANTIMICROBIAL AGENTS

The invention provides a compound of formula (I): or a salt or prodrug thereof, wherein Y, W, Z, Z1, Z2, Z3, Z4, and R1- R12 have any of the values described in the specification, as well as compositions comprising a compound of formula (I). The compounds are useful as antibacterial agents

Catalyzed cyclizations leading to enrichment of functionality and chirality. A general approach to dibenzocyclooctadiene lignans from α,ω-diynes

(Chemical Equation Presented) The [B-Sn]-mediated cyclization of α,ω-diynes results in not only an increase in the functionalizable groups (incorporated as highly versatile vinyl-B and vinyl-Sn groups) but also an increase in new serviceable stereochemical elements. The alkylidene functionalities at C7 and C8 offer unprecedented opportunities for the synthesis of highly functionalized dibenzocyclooctadienes. Examples of interiotherins and gomisins are provided.

Synthesis of phthalideisoquinoline and protoberberine alkaloids and indolo[2,1-α]isoquinolines in a divergent route involving palladium(0)- catalyzed carbonylation

6,7,3',4'-Alkoxy-substituted 1-(2'-bromobenzoyl)-3,4-dihydroisoquinoline methiodides 17 were treated with sodium borohydride in methanol or acetic acid to give erythro-1-(2'-bromo-α-hydroxybenzyl)-2-methyl-1,2,3,4- tetrahydroisoquinolines 19. Treatment of 17 with lithium aluminum hydride in tetrahydrofuran gave the threo-isomer 20 in preference to the erythro 19. On the basis of studies on palladium(0)-catalyzed carbonylation of 2-bromo-3,4- dimethoxybenzyl alcohol to 6,7-dimethoxyphthalide, amino alcohol 19 or 20 was treated with a catalytic amount of palladium(II) acetate and triphenylphosphine in an atmosphere of carbon monoxide in the presence of chlorotrimethylsilane and potassium carbonate in boiling toluene to give the corresponding erythro- or threo-types of phthalideisoquinoline alkaloids 1 or 2, respectively. One-pot cyclization of the erythro-amino alcohols 19 was achieved by heating in N,N-dimethylformamide containing potassium carbonate to give 2,3,8,9- or 2,3,9,10-alkoxy-substituted 5,6-dihydroindolo[2,1- α]isoquinolines 3, which have a unique tetracyclic skeleton characteristic of dibenzopyrrocoline alkaloids. Similarly, palladium-(0)-catalyzed carbonylation of 1-(2'-bromobenzyl)tetrahydroisoquinolines 21 in the presence of excess potassium carbonate was found to give 8-oxoberbines 22, which on reduction with lithium aluminum hydride can be converted to protoberberine alkaloids 4.

A New Synthesis of Phthalides by Internal Trapping in Ortho-Lithiated Carbamates Derived from Benzylic Alcohols

The addition of t-BuLi to a low-temperature THF solution of o-bromocarbamates 2 leads to ortho-lithiated intermediates 3, in which internal trapping by the electrophile on the side chain then takes place.This novel Parham-type anionic cyclization procedure affords the variously substituted phthalides 5 in high yields and can also be used for the preparation of lactones 8, which are useful for the synthesis of aristocularine alkaloids.

Benz-tetrasubstituted 1-phenyl-2,3,4,5-tetrahydro-1H-3-benzazepines

A group of 6,9-disubstituted-7,8-dihydroxy-1-phenyl-2,3,4,5-tetrahydro-1H-3-benzazepines have dopaminergic activity. Examples of leading species of the invention are 6,9-dichloro-7,8-dihydroxy-1-phenyl-2,3,4,5-tetrahydro-1H-3-benzazepine and 6,9-dichloro-7,8-dihydroxy-1-(p-hydroxy-phenyl)-2,3,4,5-tetrahydro-1H-3-benzazepine in the form of an acid addition salt.