cornigerine

Base Information

• Chemical Name: cornigerine
• CAS No.: 6877-25-4
• Molecular Formula: C21H21 N O6
• Molecular Weight: 383.39
• NSC Number: 358825
• DSSTox Substance ID: DTXSID70875308
• Wikidata: Q82856674
• Mol file: 6877-25-4.mol

Synonyms:Acetamide,N-(4,6,7,8-tetrahydro-3,13-dimethoxy-4-oxoheptaleno[1,2-f][1,3]benzodioxol-6-yl)-,(S)-; Cornigerine (7CI,8CI); Heptaleno[1,2-f][1,3]benzodioxole, acetamidederiv.; (-)-Cornigerine; NSC 358825

Chemical Property of cornigerine

Chemical Property:

• Boiling Point: 744.5oC at 760 mmHg
• Flash Point: 404.1oC
• PSA: 83.09000
• Density: 1.35g/cm3
• LogP: 2.97400
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 3
• Exact Mass: 383.13688739
• Heavy Atom Count: 28
• Complexity: 754

Purity/Quality:

99% ^*data from raw suppliers

CORNIGERINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)NC1CCC2=CC3=C(C(=C2C4=CC=C(C(=O)C=C14)OC)OC)OCO3

Technology Process of cornigerine

There total 2 articles about cornigerine 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: 55.0%

chlorobromomethane (74-97-5) + 2,3-didemethylcolchicine (57866-21-4) → cornigerine (6877-25-4)

Guidance literature:

With potassium carbonate; In acetonitrile; at 60 ℃; for 21h;

Reference yield:

3-demethylcolchicine (7336-33-6) → cornigerine (6877-25-4)

Guidance literature:

Multi-step reaction with 2 steps

1: conc. H₂SO₄ / 2.5 h / 85 - 90 °C

2: K₂CO₃ / various solvent(s) / 2.5 h / 70 °C

With sulfuric acid; potassium carbonate; In various solvent(s);

DOI:10.1021/jo00331a021

upstream raw materials:

chlorobromomethane

2,3-didemethylcolchicine

3-demethylcolchicine

Refernces

• 1、 Kitajima, Mariko,Tanaka, Akiko,Kogure, Noriyuki,Takayama, Hiromitsu. "Four new colchicinoids, gloriosamines A-D, from Gloriosa rothschildiana". . p. 257 - 260. Retrieved 2008/03/30.