130089-19-9

Basic information

• Product Name: (Z)-1-bromo-2-(2-methoxyvinyl)benzene
• Synonyms: (Z)-1-bromo-2-(2-methoxyvinyl)benzene
• CAS NO: 130089-19-9
• Molecular Weight: 213.074
• Mol File: 130089-19-9.mol
• Article Data: 15

Chemical Properties

• CAS DataBase Reference: (Z)-1-bromo-2-(2-methoxyvinyl)benzene(CAS DataBase Reference)
• NIST Chemistry Reference: (Z)-1-bromo-2-(2-methoxyvinyl)benzene(130089-19-9)
• EPA Substance Registry System: (Z)-1-bromo-2-(2-methoxyvinyl)benzene(130089-19-9)

Safety Data

• Hazardous Substances Data: 130089-19-9(Hazardous Substances Data)

Upstream product

• 4009-98-7 (methoxymethyl)triphenylphosphonium chloride 
• 6630-33-7 ortho-bromobenzaldehyde 
• 4009-98-7 (methoxymethyl)triphenylphosphonium chloride 
• 20763-19-3 (methoxymethylene)triphenylphosphorane 

Downstream Products

• 172794-65-9 (4R,5R)-(-)-2-(2-bromobenzyl)-4,5-dimethyl-1,3-dioxolane 
• 172794-68-2 (4R,5R)-2-(2-Bromo-benzyl)-[1,3]dioxolane-4,5-dicarboxylic acid dimethyl ester 
• 172794-66-0 (4S,5S)-2-(2-Bromo-benzyl)-4,5-bis-methoxymethyl-[1,3]dioxolane 
• 1257244-35-1 2-(2-methoxyvinyl)benzaldehyde 
• 1379674-99-3 C₁₃H₁₇ClSi 
• 1379674-62-0 1-(2-chloroethyl)-2-ethynylbenzene 
• 1074-16-4 2-bromophenylethyl alcohol 
• 75534-18-8 1-bromo-2-(2-chloro-ethyl)benzene 
• 3377-71-7 N-benzylindole 
• 1310743-79-3 cis-N-(p-methoxybenzyl)-3-methoxy-3,4-dihydrospiro[[2]benzopyran-1,1'-cyclohexan]-4'-amine 
• 1311266-86-0 trans-N-(p-methoxybenzyl)-3-methoxy-3,4-dihydrospiro[[2]benzopyran-1,1'-cyclohexan]-4'-amine 
• 1310743-78-2 cis-N-benzyl-3-methoxy-3,4-dihydrospiro-[[2]benzopyran-1,1`-cyclohexan]-4`-amine 
• 1311266-79-1 trans-N-benzyl-3-methoxy-3,4-dihydrospiro-[[2]benzopyran-1,1`-cyclohexan]-4`-amine 
• 1310743-76-0 2-[2-(1-hydroxy-4-oxocyclohexyl)phenyl]acetaldehyde dimethyl acetal 

Relevant articles and documents

Preparation method of aporphine alkaloid

The invention discloses a preparation method of aporphine alkaloid as shown in a formula III. The method comprises the following steps: taking a benzaldehyde compound as shown in a formula III-0 as a raw material, and sequentially carrying out Wittig reaction, Pictet-Spengler reaction, Heck reaction and palladium carbon hydrogen deprotection. A bromine-containing benzaldehyde derivative is selected as a raw material, the carbon-carbon coupling co-production rate and the reaction rate are increased through bromine atoms, and the reaction activity is improved; benzyl chloroformate is adopted for NH protection, and an electron withdrawing group is introduced, so that the reaction yield can be improved; and a styrene methyl ether derivative directly reacts with an acylated phenylethylamine derivative in an acid catalysis system by adopting a one-pot method so as to obtain benzyl tetrahydroisoquinoline. The preparation method has the advantages of mild reaction conditions, low toxicity of used reagents, easily available raw materials, convenient post-treatment and simpler reaction route compared with previous reports, and can be suitable for various reaction substrates.

Palladium-catalyzed synthesis of α-aryl acetophenones from styryl ethers and aryl diazonium saltsviaregioselective Heck arylation at room temperature

Preparation of α-aryl acetophenones from styryl ethers and aryldiazonium salts is described. The reaction is catalyzed by palladium acetate at room temperature in the absence of ligand and base. The developed method is highly attractive in terms of reaction conditions, substrate scope, functional group tolerance and yields. Synthetic applications of the present method are demonstrated by preparing α-aryl indoles and 3-aryl isocoumarin from styryl ethers.

Synthesis and Structure-Affinity Relationships of Spirocyclic Benzopyrans with Exocyclic Amino Moiety

σ1 and/or σ2 receptors play a crucial role in pathological conditions such as pain, neurodegenerative disorders, and cancer. A set of spirocyclic cyclohexanes with diverse O-heterocycles and amino moieties (general structure III) was prepared and pharmacologically evaluated. In structure-activity relationships studies, the σ1 receptor affinity and σ1:σ2 selectivity were correlated with the stereochemistry, the kind and substitution pattern of the O-heterocycle, and the substituents at the exocyclic amino moiety. cis-configured 2-benzopyran cis-11b bearing a methoxy group and a tertiary cyclohexylmethylamino moiety showed the highest σ1 affinity (Ki = 1.9 nM) of this series of compounds. In a Ca2+ influx assay, cis-11b behaved as a σ1 antagonist. cis-11b reveals high selectivity over σ2 and opioid receptors. The interactions of the novel σ1 ligands were analyzed on the molecular level using the recently reported X-ray crystal structure of the σ1 receptor protein. The protonated amino moiety forms a persistent salt bridge with E172. The spiro[benzopyran-1,1′-cyclohexane] scaffold and the cyclohexylmethyl moiety occupy two hydrophobic pockets. Exchange of the N-cyclohexylmethyl moiety by a benzyl group led unexpectedly to potent and selective μ-opioid receptor ligands.