Chelidonine, 5-oxide

Base Information

• Chemical Name: Chelidonine, 5-oxide
• CAS No.: 76786-86-2
• Molecular Formula: C20H19NO6
• Molecular Weight: 369.368
• DSSTox Substance ID: DTXSID70998107

Synonyms:Chelidonine N-oxide;Chelidonine, 5-oxide;N-Tlenku chelidoniny;N-Tlenku chelidoniny [Polish];76786-86-2;DTXSID70998107;LS-52946;5-Methyl-5-oxo-4b,5,6,11b,12,13-hexahydro-2H,9H-5lambda~5~-[1,3]benzodioxolo[5,6-c][1,3]dioxolo[4,5-j]phenanthridin-12-ol

Chemical Property of Chelidonine, 5-oxide

Chemical Property:

• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 0
• Exact Mass: 369.12123733
• Heavy Atom Count: 27
• Complexity: 605

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C[N+]1(CC2=CC3=C(C=C2C4C1C5=CC6=C(C=C5CC4O)OCO6)OCO3)[O-]

Technology Process of Chelidonine, 5-oxide

There total 3 articles about Chelidonine, 5-oxide 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: 83.0%

chelidonine (476-32-4) → (+)-chelidonine N-oxide (76786-86-2,98302-76-2,98302-77-3) + (+)-chelidonine N-oxide (76786-86-2,98302-76-2,98302-77-3)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In chloroform; for 0.666667h; Ambient temperature;

Reference yield: 83.0%

chelidonine (476-32-4) → (+)-chelidonine N-oxide (76786-86-2,98302-76-2,98302-77-3) + (+)-chelidonine N-oxide (76786-86-2,98302-76-2,98302-77-3)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In chloroform; for 0.666667h; Ambient temperature;

Reference yield:

chelidonine (476-32-4) → 13-methyl-13-oxy-5b,6,7,12b,13,14-hexahydro-[1,3]dioxolo[4,5-i][1,3]dioxolo[4',5':4,5]benzo[1,2-c]phenanthridin-6-ol (76786-86-2,98302-76-2,98302-77-3)

Guidance literature:

With sulfuric acid; dihydrogen peroxide;

DOI:10.1002/ardp.19012390606 DOI:10.1002/ardp.19242620607

upstream raw materials:

chelidonine

Downstream raw materials:

norsanguinarine

dihydrosanguinarine

(6S,7S)-7-[4-((R)-2-Methyl-oxaziridin-3-yl)-benzo[1,3]dioxol-5-yl]-5,6,7,8-tetrahydro-naphtho[2,3-d][1,3]dioxol-6-ol

C₂₀H₁₉NO₆

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