71294-61-6

Basic information

• Product Name: (1R)-4β-(3,4-Dimethoxyphenyl)-4-[2-(methylamino)ethyl]-2-cyclohexene-1β-ol
• Synonyms: (1R)-4β-(3,4-Dimethoxyphenyl)-4-[2-(methylamino)ethyl]-2-cyclohexene-1β-ol;(1R,4R)-4-(3,4-Dimethoxyphenyl)-4-[2-(methylamino)ethyl]-2-cyclohexen-1-ol;Joubertinamine
• CAS NO: 71294-61-6
• Molecular Formula: C₁₇H₂₅NO₃
• Molecular Weight: 291.39
• Mol File: 71294-61-6.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (1R)-4β-(3,4-Dimethoxyphenyl)-4-[2-(methylamino)ethyl]-2-cyclohexene-1β-ol(CAS DataBase Reference)
• NIST Chemistry Reference: (1R)-4β-(3,4-Dimethoxyphenyl)-4-[2-(methylamino)ethyl]-2-cyclohexene-1β-ol(71294-61-6)
• EPA Substance Registry System: (1R)-4β-(3,4-Dimethoxyphenyl)-4-[2-(methylamino)ethyl]-2-cyclohexene-1β-ol(71294-61-6)

Safety Data

• Hazardous Substances Data: 71294-61-6(Hazardous Substances Data)

Usage

Description

(1R)-4β-(3,4-Dimethoxyphenyl)-4-[2-(methylamino)ethyl]-2-cyclohexene-1β-ol is a complex organic compound with a unique molecular structure. It is characterized by its cyclohexene ring and various functional groups, including a dimethoxyphenyl group and a methylaminoethyl group. (1R)-4β-(3,4-Dimethoxyphenyl)-4-[2-(methylamino)ethyl]-2-cyclohexene-1β-ol is derived from the plant Sceletium joubertii L. Bolus and can be further modified through oxidation with MnO2 to produce mesembranone. The specific rotation of its O,N-diacetyl derivative is [α]20D +21° (CHCI3).

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

• 866394-50-5 Toluene-4-sulfonic acid 2-[(R)-1-(3,4-dimethoxy-phenyl)-4-hydroxy-cyclohex-2-enyl]-ethyl ester 
• 74-89-5 methylamine 
• 866394-49-2 (R)-1-allyl-3',4'-dimethoxy-2,3-dihydro-[1,1'-biphenyl]-4(1H)-one 
• 866394-48-1 (7R,8S)-8-Allyl-8-(3,4-dimethoxy-phenyl)-1,4-dioxa-spiro[4.5]decan-7-ol 
• 4746-97-8 cyclohexanedione monoethylene ketal 
• 2859-78-1 4-Bromoveratrole 
• 70779-49-6 4,4-ethylenedioxy-1-(3',4'-dimethoxyphenyl)cyclohexene 
• 321351-51-3 (4R)-4-(3,4-dimethoxyphenyl)-4-(2-hydroxyethyl)cyclohex-2-enole 
• 86227-38-5 N-{2-[1-(3,4-Dimethoxy-phenyl)-4-hydroxy-cyclohex-2-enyl]-ethyl}-N-methyl-benzenesulfonamide 
• 74045-71-9 (1SR,4SR)-4-(3',4'-dimethoxyphenyl)-4-(N-methylcarbamoylmethyl)-2-cyclohexenol 
• 593-51-1 methylamine hydrochloride 
• 950852-14-9 5-bromo-3-(3,4-dimethoxyphenyl)-2H-pyran-2-one 

Downstream Products

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

Relevant articles and documents

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).

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