(+)-Erysotramidine

Base Information

• Chemical Name: (+)-Erysotramidine
• CAS No.: 52358-58-4
• Molecular Formula: C₁₉H₂₁NO₄
• Molecular Weight: 327.38
• Hs Code.: 2933990090
• Mol file: 52358-58-4.mol

Synonyms:6H-Indolo[7a,1-a]isoquinoline,erythrinan-8-one deriv.; (+)-Erysotramidine; Erysotramidine

Chemical Property of (+)-Erysotramidine

Chemical Property:

• Boiling Point: 565.8±50.0 °C(Predicted)
• PKA: -2.06±0.40(Predicted)
• PSA: 48.00000
• Density: 1.28±0.1 g/cm3(Predicted)
• LogP: 2.13660

Purity/Quality:

98%Min ^*data from raw suppliers

Erysotramidine ≥98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (+)-Erysotramidine

There total 124 articles about (+)-Erysotramidine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

(2R,13bS)-2-hydroxy-11,12-dimethoxy-8,9-dihydro-1H-indolo[7a,1-a]isoquinolin-6(2H)-one (81750-70-1,81753-00-6,141987-93-1) + methyl iodide (74-88-4) → (+/-)-3α,15,16-trimethoxy-8-oxo-Δ1,6-erythrinan (52358-58-4,69111-35-9,112342-35-5)

Guidance literature:

With potassium hydroxide; tetraethylammonium bromide; In ethyl acetate; at 20 ℃; for 48h;

DOI:10.1039/b001906m

Reference yield: 96.0%

(2R,13bS)-2-hydroxy-11,12-dimethoxy-1,2,8,9-tetrahydro-6H-indolo[7a,1-a]isoquinolin-6-one (141987-93-1) + methyl iodide (74-88-4) → (+)-erysotramidine (52358-58-4)

Guidance literature:

With potassium hydroxide; tetraethylammonium bromide; In tetrahydrofuran; for 34h; Ambient temperature;

DOI:10.1248/cpb.41.2087

Reference yield: 91.0%

(3S*,5R*)-3-hydroxy-15,16-dimethoxy-8-oxoerythrina-1,6-diene (81750-70-1,81753-00-6,141987-93-1) + methyl iodide (74-88-4) → (+/-)-3-epi-8-oxoerysotrine (52358-58-4,69111-35-9,112342-35-5)

Guidance literature:

With sodium hydroxide; tetraethylammonium bromide; In tetrahydrofuran; at 20 ℃; for 36h;

DOI:10.1021/ol0607185

upstream raw materials:

(2R,13bS)-2-hydroxy-11,12-dimethoxy-1,2,8,9-tetrahydro-6H-indolo[7a,1-a]isoquinolin-6-one

methyl iodide

(5R)-(+)-15,16-dimethoxy-3,8-dioxoeryhtrinan-1,6-diene

C₂₃H₂₉NO₉

Downstream raw materials:

(+/-)-3-epierysotrine

(+)-erysotrine

11β-hydroxyerysotrine (erythrartine)

(+/-)-erythristemine

Refernces

• 1、 Paladino, Marco,Zaifman, Joshua,Ciufolini, Marco A.. "Total Synthesis of (+)-3-Demethoxyerythratidinone and (+)-Erysotramidine via the Oxidative Amidation of a Phenol". supporting information. p. 3422 - 3425. Retrieved 2015/07/28.
• 2、 Padwa, Albert,Wang, Qiu. "Synthesis of the tetracyclic framework of the erythrina alkaloids using a [4 + 2]-cycloaddition/Rh(I)-catalyzed cascade of 2-imidofurans". . p. 7391 - 7402. Retrieved 2007/10/03.