105174-63-8

Upstream product

• 91-16-7 1,2-dimethoxybenzene 
• 15486-96-1 3-Bromopropionyl chloride 
• 95-47-6 o-xylene 

Downstream Products

• 105174-54-7 3-Iod-3',4'-dimethoxypropiophenon 
• 114634-47-8 4-[1-(2-bromoethyl)vinyl]-1,2-dimethoxybenzene 
• 33731-40-7 1-(3,4-dimethoxyphenyl)prop-2-en-1-one 
• 74027-78-4 4-(3,4-dimethoxyphenyl)butanamine 
• 3945-85-5 1-bromo-3-(3,4-dimethoxyphenyl)propane 
• 114634-50-3 4-[3-(3,4-Dimethoxy-phenyl)-4,5-dihydro-3H-pyrrol-3-yl]-butan-2-one 
• 114634-48-9 3-(3,4-Dimethoxy-phenyl)-but-3-enylamine 
• 6023-73-0 mesembrine 
• 343255-44-7 3a-(3,4-dimethoxyphenyl)-5-oxo-2,3,3a,4,5,6-hexahydroindole-1-carboxylic acid ethyl ester 
• 343255-43-6 [3-(3,4-dimethoxyphenyl)-but-3-enyl]furan-2-yl-carbamic acid ethyl ester 
• 510-80-5 (3aS^*,7aS^*)-3a-(3,4-dimethoxyphenyl)-1-methyloctahydroindole 

Relevant academic research and scientific papers

Investigation of dopamine analogues: Synthesis, mechanistic understanding, and structure-property relationship

Dopamine, perhaps the simplest molecule that covalently links catechol and amine, together with its derivatives, has shown impressive adhesive and coating properties with its polymers. However, the scope of the molecules is rather limited, and the polymer

Azido carbonyl compounds as DNA cleaving agents

Irradiation of azido carbonyl compounds using UV light (≥310 nm) produced triplet alkyl nitrenes and aroyl radicals, which resulted in efficient cleavage of single strand DNA at pH 7.0. DNA cleaving ability of azido carbonyl compounds was found to be dependent on its concentration and substituents on its aromatic ring. Further, newly synthesized naphthalene based azido carbonyl compounds showed DNA cleavage ability at longer wavelength of UV light (≥350 nm) and also binding studies revealed that they bind to ct-DNA by weak intercalation mode.

Enantioselective synthesis of quinolizidines and indolizidines via a catalytic asymmetric hydrogenation cascade

A catalytic enantioselective synthesis of a new class of quinolizidines and indolizidines is presented. An asymmetric Bronsted acid catalyzed hydrogenation cascade as well as a sequential Bronsted acid/metal catalyzed hydrogenation protocol of 2-substituted quinolines yields benzofused quinolizidines and indolizidines in good yields with high diastereo- and enantioselectivities. Georg Thieme Verlag Stuttgart - New York.

The heck coupling reaction using aryl vinyl ketones: Synthesis of flavonoids

In our previous communication, an α,β-unsaturated aryl ketone was employed as the substrate olefin, which underwent arylation in the Heck coupling reaction. The use of this reagent has allowed us to design a new strategy for the synthesis of flavonoids. In this paper, we illustrate the versatility of the procedure, which was used for the preparation of several chalcones. According to our synthetic scheme, several aryl iodides, selected in order to obtain chalcones differently substituted in ring B, were treated with α,β-unsaturated ketones. All reported syntheses gave high yields. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004.

Application of furanyl carbamate cycloadditions toward the synthesis of hexahydroindolinone alkaloids

A convenient synthesis of various substituted hexahydroindolinones has been achieved by an intramolecular Diels-Alder cycloaddition reaction (IMDAF) of furanyl carbamates bearing tethered alkenyl groups. The initially formed [4 + 2]-cycloadduct undergoes nitrogen-assisted ring opening followed by deprotonation of the resulting zwitterion to give the rearranged ketone. The stereochemical outcome of the IMDAF cycloaddition has the sidearm of the tethered alkenyl group oriented syn with respect to the oxygen bridge. A synthetic route to (±)-mesembrane and (±)-crinane was accomplished using this methodology. It was possible to carry out a stereoselective reduction of the initially formed hexahydroindolinone ring to produce the cis-3a-aryl-hydroindole skeleton. A related [4 + 2]-cycloaddition/rearrangement sequence was also used for a formal synthesis of the Chinese ornamental orchid (±)-dendrobine. The tricyclic alkaloid core was formed stereoselectivity from the thermolysis of N-[(2-methyl-2-cyclopentenyl)methyl]-N-(4-isopropyl-furan-2-yl)carbamic acid tert-butyl ester. Kende's advanced intermediate 33 was prepared in seven additional steps by standard transformations, thereby completing a formal synthesis of (±)-dendrobine.