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Usage

Uses

Used in Pharmaceutical Industry:
(1R)-4β-(3,4-Dimethoxyphenyl)-4-[2-(methylamino)ethyl]-2-cyclohexene-1β-ol is used as a potential therapeutic agent for various medical applications due to its unique chemical structure and properties. Its specific interactions with biopolymers and macromolecules make it a promising candidate for the development of new drugs.
Used in Chemical Research:
(1R)-4β-(3,4-Dimethoxyphenyl)-4-[2-(methylamino)ethyl]-2-cyclohexene-1β-ol is also used as a subject of study in chemical research, particularly in the fields of organic chemistry and medicinal chemistry. Its synthesis, modification, and analysis can contribute to the understanding of complex molecular structures and their potential applications in various industries.
Used in Drug Delivery Systems:
Similar to gallotannin, (1R)-4β-(3,4-Dimethoxyphenyl)-4-[2-(methylamino)ethyl]-2-cyclohexene-1β-ol can be employed in the development of novel drug delivery systems. These systems can enhance the compound's delivery, bioavailability, and therapeutic outcomes, making it more effective in treating specific conditions or diseases.

Upstream product

• 866394-48-1 (7R,8S)-8-Allyl-8-(3,4-dimethoxy-phenyl)-1,4-dioxa-spiro[4.5]decan-7-ol 
• 2859-78-1 4-Bromoveratrole 
• 74045-71-9 (1SR,4SR)-4-(3',4'-dimethoxyphenyl)-4-(N-methylcarbamoylmethyl)-2-cyclohexenol 
• 593-51-1 methylamine hydrochloride 
• 70779-54-3 Acetic acid (7R,8S)-8-(3,4-dimethoxy-phenyl)-8-(2-oxo-ethyl)-1,4-dioxa-spiro[4.5]dec-7-yl ester 
• 93-17-4 3,4-dimethoxyphenylacetonitrile 
• 86227-37-4 N-benzenesulfonyl 4-(3',4'-dimethoxyphenyl)-4-methylaminoethylcyclohex-2-en-1-one 
• 85753-65-7 N-[3-Cyano-3-(3,4-dimethoxy-phenyl)-propyl]-N-methyl-benzenesulfonamide 
• 86227-35-2 N-[3-(3,4-Dimethoxy-phenyl)-4-oxo-butyl]-N-methyl-benzenesulfonamide 
• 70779-53-2 Acetic acid (7R,8S)-8-allyl-8-(3,4-dimethoxy-phenyl)-1,4-dioxa-spiro[4.5]dec-7-yl ester 
• 121537-77-7 (1RS,2SR)-5,5-ethylenedioxy-2-(N-methylamidomethyl)-2-(3',4'-dimethoxyphenyl)cyclohexyl acetate 
• 121537-78-8 [(7R,8S)-7-Acetoxy-8-(3,4-dimethoxy-phenyl)-1,4-dioxa-spiro[4.5]dec-8-yl]-acetic acid methyl ester 
• 121537-76-6 2-carboxymethyl-5,5-ethylenedioxy-2-(3',4'-dimethoxyphenyl)cyclohexyl acetate 
• 121537-80-2 [1-(3,4-Dimethoxy-phenyl)-4-hydroxy-cyclohex-2-enyl]-acetic acid methyl ester 

Downstream Products

• 468-53-1 (-)-mesembrine 
• 71610-13-4 (+/-)-N,O-diacetyljoubertinamine 

Relevant academic research and scientific papers

Total synthesis of (±)-joubertinamine from 3-(3,4-dimethoxyphenyl)- 5-bromo-2-pyrone

The regioselective synthesis and Diels-Alder cycloaddition of 3-(3,4-dimethoxyphenyl)-5-bromo-2-pyrone provided a new efficient synthetic route to joubertinamine (9.6% total yield over 10 steps).

Opening of aryl-substituted epoxides to form quaternary stereogenic centers: Synthesis of (-)-mesembrine

Cycloalkanones are easily converted into aryl-substituted cyclic alkenes by the addition of an aryl Grignard reagent followed by dehydration. These alkenes are good substrates for asymmetric epoxidation. We have found that the addition of allylic and benzylic Grignard reagents can occur preferentially at the benzylic position of the derived epoxides to give the quaternary stereogenic center. This approach led to a short synthesis of the nanomolar serotonin re-uptake inhibitor (-)-mesembrine.

A Synthesis of Seco-mesembrane Alkaloids, (+/-)-Joubertiamine, (+/-)-Joubertinamine, and (+/-)-Epijoubertinamine

A synthesis of seco-mesembrane alkaloids, (+/-)-joubertiamine (4), (+/-)-joubertinamine (5), and (+/-)-epijoubertinamine (6), was accomplished starting with 2-allyl-2-aryl-5,5-ethylenedioxycyclohexanones (10 and 3), which are readily available by allylati

SCELETIUM (AIZOACEAE) ALKALOIDS: TOTAL SYNTHESIS OF RACEMIC MESEMBRANONE, JOUBERTINAMINE AND EPIJOUBERTINAMINE

The total synthesis of the Sceletium alkaloids mesembranone, joubertinamine and epijoubertinamine via the intramolecular cyclization of an enone to a benzensulfonamide grouping under the conditions of a dissolving metal reduction is described.