52358-58-4

Basic information

• Product Name: (+)-Erysotramidine
• Synonyms: (+)-Erysotramidine;(13bS)-1,2,8,9-Tetrahydro-2β,11,12-trimethoxy-6H-indolo[7a,1-a]isoquinoline-6-one;1,2,6,7-Tetradehydro-3β,15,16-trimethoxyerythrinan-8-one;3β,15,16-Trimethoxy-1,2,6,7-tetradehydroerythrinan-8-one;(3beta)-1,2,6,7-Tetradehydro-3,15,16-trimethoxyerythrinan-8-one
• CAS NO: 52358-58-4
• Molecular Formula: C19H21NO4
• Molecular Weight: 327.37
• Mol File: 52358-58-4.mol
• Article Data: 14

Chemical Properties

• Boiling Point: 565.8±50.0 °C(Predicted)
• Appearance: /
• Density: 1.28±0.1 g/cm3(Predicted)
• PKA: -2.06±0.40(Predicted)
• CAS DataBase Reference: (+)-Erysotramidine(CAS DataBase Reference)
• NIST Chemistry Reference: (+)-Erysotramidine(52358-58-4)
• EPA Substance Registry System: (+)-Erysotramidine(52358-58-4)

Safety Data

• Hazardous Substances Data: 52358-58-4(Hazardous Substances Data)

Usage

General Description

(+)-Erysotramidine is a naturally occurring chemical compound that belongs to the class of alkaloids. It is isolated from the plant Erysimum cheiranthoides, a member of the Brassicaceae family. (+)-Erysotramidine has been found to possess various biological activities, including antifungal and antibacterial properties. It has also been investigated for its potential use as an anti-inflammatory and antioxidant agent due to its ability to inhibit the production of reactive oxygen species. Additionally, (+)-Erysotramidine has demonstrated cytotoxic effects on cancer cells in preliminary studies. Overall, this chemical compound shows promise as a potential therapeutic agent for various medical applications.

Upstream product

• 141987-93-1 (2R,13bS)-2-hydroxy-11,12-dimethoxy-1,2,8,9-tetrahydro-6H-indolo[7a,1-a]isoquinolin-6-one 
• 74-88-4 methyl iodide 
• 142037-23-8 (5R)-(+)-15,16-dimethoxy-3,8-dioxoeryhtrinan-1,6-diene 
• 156618-46-1 C₂₃H₂₉NO₉ 
• 141987-92-0 (5R,6S,7R)-(+)-15,16-dimethoxy-6-methoxycarbonyl-7-hydroxy-3,8-dioxoerythrinan-1-ene 
• 141988-00-3 (5R,6S,7S)-(+)-15,16-dimethoxy-6-methoxycarbonyl-7-hydroxy-3,8-dioxoerythrinan-1-ene 
• 141987-90-8 C₂₅H₃₁NO₁₁ 
• 156567-04-3 C₂₄H₂₉NO₁₁ 
• 156567-10-1 (4aS,5S,13bR)-5-Methanesulfonyloxy-11,12-dimethoxy-2,6-dioxo-1,2,5,6,8,9-hexahydro-indolo[7a,1-a]isoquinoline-4a-carboxylic acid methyl ester 
• 156567-05-4 (4aS,5R,13bR)-5-Methanesulfonyloxy-11,12-dimethoxy-2,6-dioxo-1,2,5,6,8,9-hexahydro-indolo[7a,1-a]isoquinoline-4a-carboxylic acid methyl ester 
• 112342-31-1 (4aS,13bR)-5-Methanesulfonyloxy-11,12-dimethoxy-2,6-dioxo-1,2,5,6,8,9-hexahydro-indolo[7a,1-a]isoquinoline-4a-carboxylic acid methyl ester 
• 81755-01-3 (4aS,13bR)-5-Hydroxy-11,12-dimethoxy-2,6-dioxo-1,2,5,6,8,9-hexahydro-indolo[7a,1-a]isoquinoline-4a-carboxylic acid methyl ester 
• 4697-57-8 methyl 2-(2-bromo-4,5-dimethoxyphenyl)acetate 

Downstream Products

• 27740-43-8 erysotrine 
• 27740-43-8 (+/-)-erysotrine 
• 27740-43-8 (+/-)-3-epierysotrine 
• 51666-26-3 11β-hydroxyerysotrine (erythrartine) 
• 28619-41-2 (+/-)-erythristemine 
• 27740-43-8 (+)-erysotrine 

Relevant articles and documents

An asymmetric synthesis of (+)-erysotramidine

A new asymmetric total synthesis of the erythrinan alkaloid erysotramidine is described, which uses chiral base desymmetrisation, N-acyliminium addition, and 6-exo-trig radical cyclisation as the key steps. Georg Thieme Verlag Stuttgart.

Synthesis of the erythrina alkaloid erysotramidine

A concise synthesis of erysotramidine (an alkaloid belonging to the erythrina family) was achieved starting with an inexpensive phenol and amine derivative. The synthesis is based on oxidative phenol dearomatizations mediated by a hypervalent iodine reage

Synthesis of the tetracyclic framework of the erythrina alkaloids using a [4 + 2]-cycloaddition/Rh(I)-catalyzed cascade of 2-imidofurans

Several 2-imido substituted furans were found to undergo a rapid intramolecular [4 + 2]-cycloaddition to deliver oxabicyclo adducts in good to excellent yields. By using a Rh(I)-catalyzed ring opening of the resulting oxabicyclic adduct, it was possible t