Evolitrine

Base Information

• Chemical Name: Evolitrine
• CAS No.: 523-66-0
• Molecular Formula: C₁₃H₁₁NO₃
• Molecular Weight: 229.235
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID40200325
• Nikkaji Number: J431.726B
• Metabolomics Workbench ID: 133643
• ChEMBL ID: CHEMBL401536
• Mol file: 523-66-0.mol

Synonyms:Evolitrine;523-66-0;4,7-dimethoxyfuro[2,3-b]quinoline;Evolitrin;CCRIS 3579;Furo(2,3-b)quinoline, 4,7-dimethoxy-;BRN 0220214;7-Methoxydictamnine;4-27-00-02210 (Beilstein Handbook Reference);CHEMBL401536;DTXSID40200325;HY-N5022;AKOS040759334;AC-34843;LS-70922;MS-23298;CS-0032089;FT-0777386;E80765

Chemical Property of Evolitrine

Chemical Property:

• Vapor Pressure: 1.15E-05mmHg at 25°C
• Melting Point: 114-115 °C
• Boiling Point: 381°Cat760mmHg
• PKA: 7.87±0.40(Predicted)
• Flash Point: 184.2°C
• PSA: 44.49000
• Density: 1.261g/cm³
• LogP: 2.99820
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 229.07389321
• Heavy Atom Count: 17
• Complexity: 273

Purity/Quality:

≥98% ^*data from raw suppliers

Evolitrine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC2=C(C=C1)C(=C3C=COC3=N2)OC

Technology Process of Evolitrine

There total 10 articles about Evolitrine 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:

2,4,7-trimethoxy-quinoline (51179-17-0) → evolitrine (523-66-0)

Guidance literature:

Multi-step reaction with 3 steps

1: n-BuLi / diethyl ether / 1 h / 0 - 20 °C

2: NaH; DMSO / tetrahydrofuran / 0.5 h / 0 - 20 °C

3: polyphosphoric acid / 2 h / 125 - 130 °C

With n-butyllithium; PPA; sodium hydride; dimethyl sulfoxide; In tetrahydrofuran; diethyl ether;

DOI:10.1016/j.tetlet.2004.09.041

Reference yield:

2,4,7-trimethoxy-quinoline-3-carbaldehyde (51179-20-5) → evolitrine (523-66-0)

Guidance literature:

Multi-step reaction with 2 steps

1: NaH; DMSO / tetrahydrofuran / 0.5 h / 0 - 20 °C

2: polyphosphoric acid / 2 h / 125 - 130 °C

With PPA; sodium hydride; dimethyl sulfoxide; In tetrahydrofuran;

DOI:10.1016/j.tetlet.2004.09.041

Reference yield:

evolitrine (41478-40-4) → evolitrine (523-66-0)

Guidance literature:

With N-Bromosuccinimide; sodium acetate; dibenzoyl peroxide; weitere Reagenzien: Essigsaeure, CCl₄; Erhitzen des Reaktionsprodukts mit 2,4,6-Trimethyl-pyridin;

upstream raw materials:

4-chloro-7-methoxyfuro[2,3-b]quinoline

evolitrine

diazomethane

confusameline

Refernces

• 1、 Rajamanickam, P.,Shanmugam, P.. "A New Synthesis of Dictamnine, Evolitrine and 6-Methyldictamnine". . p. 910 - 913. Retrieved 2007/10/02.