Edulitine

Base Information

• Chemical Name: Edulitine
• CAS No.: 15272-24-9
• Molecular Formula: C₁₁H₁₁NO₃
• Molecular Weight: 205.213
• DSSTox Substance ID: DTXSID901304353
• Nikkaji Number: J14.460F
• Wikidata: Q104395671
• Metabolomics Workbench ID: 129807
• ChEMBL ID: CHEMBL256497
• Mol file: 15272-24-9.mol

Synonyms:edulitine;4,8-dimethoxy-1H-quinolin-2-one;4,8-dimethoxy-2(1H)-quinolinone;15272-24-9;4,8-Dimethoxy-2-quinolinol;Robustinin;Robustinine;4,8-dimethoxy-2-quinolone;Oprea1_605516;CHEMBL256497;SCHEMBL3188973;CHEBI:179419;DTXSID901304353;BDBM50486606;4,8-dimethoxy-1,2-dihydroquinolin-2-one;AE-562/12222659

Chemical Property of Edulitine

Chemical Property:

• PSA: 51.58000
• LogP: 1.95760
• XLogP3: 1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 205.07389321
• Heavy Atom Count: 15
• Complexity: 288

Purity/Quality:

98.5% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=CC2=C1NC(=O)C=C2OC

Technology Process of Edulitine

There total 4 articles about Edulitine 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: 74.0%

4-hydroxy-8-methoxyquinolin-2(1H)-one (7224-68-2) + dimethyl sulfate (77-78-1) → edulitine (15272-24-9)

Guidance literature:

With potassium carbonate; In acetone; for 2h; Heating;

Reference yield:

n-butyllithium (109-72-8,29786-93-4) + (S)-(+)-1,2-epoxy-3-methylbutane (55123-01-8) → edulitine (15272-24-9) + (R)-2-Methyl-octan-3-ol + (+)-(2'R)-3-(2'-hydroxy-3'-methylbutyl)-2,4,8-trimethoxyquinoline (159973-38-3)

Guidance literature:

With 2,4,8-trimethoxyquinoline; In tetrahydrofuran; diethyl ether; at -78 - 20 ℃; Yields of byproduct given;

Reference yield:

2,4,8-trimethoxyquinoline (20387-71-7) + (S)-(+)-1,2-epoxy-3-methylbutane (55123-01-8) → edulitine (15272-24-9) + (R)-2-Methyl-octan-3-ol + (+)-(2'R)-3-(2'-hydroxy-3'-methylbutyl)-2,4,8-trimethoxyquinoline (159973-38-3)

Guidance literature:

With n-butyllithium; Yield given. Multistep reaction. Yields of byproduct given; 1.) ether, THF, -78 deg C, 1.5 h, 2.) ether, THF, RT, overnight;

upstream raw materials:

4-hydroxy-8-methoxyquinolin-2(1H)-one

dimethyl sulfate

n-butyllithium

(S)-(+)-1,2-epoxy-3-methylbutane

Downstream raw materials:

2,4,8-trimethoxyquinoline

folimine