1080-05-3

Usage

InChI:InChI=1/C11H16O3/c1-13-10-6-9(4-3-5-12)7-11(8-10)14-2/h6-8,12H,3-5H2,1-2H3

Upstream product

• 3245-56-5 1-<3-Brom-propoxy>-3,5-dimethoxy-benzol 
• 42174-79-8 (E)-ethyl 3-(3,5-dimethoxyphenyl)acrylate 
• 29577-41-1 3-(3,5-dimethoxyphenyl)-2-propyn-1-ol 
• 54901-09-6 3-(3,5-dimethoxyphenyl)propionic acid ethyl ester 
• 29584-64-3 ethyl 3,5-dimethoxycinnamate 
• 501-36-0 (E)-5-[2-4-(hydroxyphenyl)ethenyl]-1,3-benzenediol 
• 7311-34-4 3,5-dimethoxybenzaldehdye 
• 500-99-2 3,5-dimethoxyphenol 
• 60319-09-7 3,5-dimethoxyphenyl trifluoromethanesulfonate 
• 6652-32-0 3,5-dimethoxybenzylchloride 
• 705-76-0 3,5-dimethoxybenzyl alcohol 
• 16909-11-8 3-(3,5-dimethoxyphenyl)acrylic acid 
• 730-01-8 2-(3',5'-Dimethoxyphenyl)-ethane-1,1-dicarboxylic acid 
• 2150-37-0 methyl 3,5-dimethoxybenzoate 

Downstream Products

• 831-78-7 3-(3,5-dimethoxyphenyl)-1-bromopropane 
• 125187-47-5 3-(3,5-dimethoxyphenyl)-1-propanal 
• 256510-53-9 1-(3,5-dimethoxyphenyl)-4-octyne 
• 220169-90-4 (S)-1-(3,5,-dimethoxyphenyl)-5-methylheptane 
• 220170-14-9 5-((S)-5-Methyl-heptyl)-benzene-1,3-diol 
• 220169-88-0 (S)-1-(3,5-Dimethoxy-phenyl)-5-methyl-heptan-3-ol 
• 220170-13-8 Toluene-4-sulfonic acid (S)-1-[2-(3,5-dimethoxy-phenyl)-ethyl]-3-methyl-pentyl ester 
• 889-24-7 5-(3,5-dimethoxyphenyl)pentanoic acid 
• 202654-80-6 1-(3,5-dimethoxyphenyl)octane-5,7-dione 
• 91555-31-6 4-(3,5-dimethoxyphenyl)butanoic acid 
• 1341189-08-9 C₁₃H₁₆O₃ 
• 1586815-06-6 benzyl 6,8-dimethoxy-1,2,3,4-tetrahydronaphthalen-2-ylcarbamate 

Relevant academic research and scientific papers

A convenient and effective synthesis of 3-(3,5-dimethoxyphenyl)propanal

A convenient and effective synthesis of 3-(3,5-dimethoxyphenyl) propanal, an important intermediate in the synthesis of various biologically active compounds is described.

ONO-pincer ruthenium complex-bound norvaline for efficient catalytic oxidation of methoxybenzenes with hydrogen peroxide

The enhanced catalytic activity of ruthenium complex-bound norvaline Boc-l-[Ru]Nva-OMe 1, in which the ONO-pincer ruthenium complex Ru(pydc)(terpy) 2 is tethered to the α-side chain of norvaline, has been demonstrated for the oxidation of methoxybenzenes to p-benzoquinones with a wide scope of substrates and unique chemoselectivity.

First synthesis of dopamine and rotigotin analogue 2-amino-6,8-dimethoxy-1, 2,3,4-tetrahydronaphthalene

The title compound was synthesized starting from 3-(3,5-dimethoxyphenyl) acrylic acid in 11 steps with 30% total yield. The reaction sequence hydrogenation of acrylic acid, reduction of acid to alcohol derivative with LiAlH4, reaction of alcohol with CBr4/PPh3, substitution reaction of alkyl halide to nitrile derivative with NaCN, hydrolysis of nitrile with NaOH, cyclization reaction of acid with PPA to give 1-tetralone, α-carboxylation of tetralone with Me2CO 3 in the presence of NaH, reduction of ketone group with Et 3SiH, hydrolysis of ester, Curtius rearrangement of acid with diphenylphosphoryl azide followed by conversion to carbamate, and finally hydrogenolysis of carbamate afforded 2-amino-6,8-dimethoxy-1,2,3,4- tetrahydronaphthalene hydrogen chloride salt.

SPHINGOSINE-1 -PHOSPHATE RECEPTOR AGONIST AND ANTAGONIST COMPOUNDS

The present invention is directed to novel, potent, and selective agents, which are agonists or antagonists of the one or more of the individual receptors of the S1P receptor family. The compounds of the invention are useful as therapeutics for treating medical conditions associated with agonism or antagonism of the individual receptors of the S1P receptor family.

Stable isotope labeling pattern of resveratrol and related natural stilbenes.

The stable isotope characterization of resveratrol 1 from Polygonum cuspidatum and of related natural stilbenes 11 and 12 obtained by hydrolysis of the corresponding glucosides 2 and 3 from Rheum is reported. The C(6)-C(2)-C(6) framework of suitably protected derivatives of 1, 2, and 3 has been degraded with ozone to the C(6)-C(1) aldehydes 4, 5, 9, and 10, retaining all hydrogen atoms of the precursors. The natural and synthetic derivatives are characterized and distinguished by natural abundance deuterium nuclear magnetic resonance studies. In the case of anisaldehyde 4 the two series show, as expected, the characteristic difference of the aromatic labeling. The formyl deuterium contents of 4 and 5 from resveratrol are remarkably different, seemingly reflecting the different enrichments existing between positions 3 and 2, respectively, of the phenylpropanoid precursor. The positional delta(18)O values of the extractive materials 1-3 were also determined. In this instance a selective deoxygenation procedure was adopted, leading from 1 to the products 6, 7, and 8. The delta(18)O values of the latter compounds reveal, respectively, those at position 4' and positions 3 and 5 of 1. Similarly, the phenolic products 11 and 12 were converted into 13 and 14. From the delta(18)O values of the single components it is possible to design a detailed map of the oxygen fractionations which characterizes the stilbenes 1-3. In particular, the oxygen present at position 4' of the phenylpropanoid moiety of 1-3 shows delta(18)O values of +11.5, +1.8, and +6.7 per thousand, respectively. Moreover, the phenolic oxygen atom at position 3' of rhapontin 3 shows a value of +11.7 per thousand. The data are compared with those previously obtained on structurally related compounds. These results show the utility of simple chemical degradations in the stable isotope characterization of structurally complex food components.

Development of agonists, partial agonists and antagonists in the Δ8- tetrahydrocannabinol series

Synthetic sequences were developed (Schemes 1 to 6) for the syntheses of various Δ8-THC analogs with either a rigid acetylenic linkage or a cis- double bond in different positions in the side chain. Various alkyne and cis- ene-Δ8-THC

Radical-mediated cyclisation of ω-aryl-β-dicarbonyl compounds to tetrahydrobenzocyclohepten-6-ones, hexahydrobenzocycloocten-6-ones and naphthalen-2(1H)-ones

Manganese(III) acetate in acetic acid promotes efficient radical-mediated oxidative cyclisation of ε-aryl-β-dicarbonyl and Z-γ,δ-unsaturated δ-aryl-β-dicarbonyl compounds carrying electron-releasing groups in the aromatic ring, forming 6,7,8,9-tetrahydro-5H-benzocyclohepten-6-ones and naphthalen-2(1H)-ones, respectively. The process is accompanied by secondary acetoxylation at the activated benzylic position of the initial cyclisation products, and is exemplified by the conversions of the ε- and δ-aryl-β-dicarbonyl compounds 6 and 11 into the benzocycloheptenone 18 and the naphthalenone 21, respectively. Application of the oxidation to the formation of 8-membered hexahydro- and tetrahydro-benzocycloocten-6-ones 19 and 22 from ζ-aryl-β-dicarbonyl and Z-γ,δ-unsaturated ζ-aryl-β-dicarbonyl compounds is limited by low reactivity, and in the latter case, by radical rearrangement followed by cyclisation to a tetralin.

Radical isomerization via intramolecular ipso substitution of aryl ethers: Aryl translocation from oxygen to carbon

Bromopropyl aryl ethers an converted to 3-arylpropanols under standard radical generating conditions in the presence of tributylstannane and AIBN. This rearrangement involves intramolecular ipso attack of the alkyl radicals which generates spiro cyclohexadienyl radical intermediates.