6-Demethylgriseofulvin

Base Information

• Chemical Name: 6-Demethylgriseofulvin
• CAS No.: 20168-89-2
• Molecular Formula: C₁₆H₁₅ClO₆
• Molecular Weight: 338.745
• DSSTox Substance ID: DTXSID30942222
• Wikidata: Q82919189
• Metabolomics Workbench ID: 49555

Synonyms:6-demethylgriseofulvin;6-desmethylgriseofulvin

Chemical Property of 6-Demethylgriseofulvin

Chemical Property:

• XLogP3: 1.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 2
• Exact Mass: 338.0557159
• Heavy Atom Count: 23
• Complexity: 561

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1CC(=O)C=C(C12C(=O)C3=C(C=C(C(=C3O2)Cl)O)OC)OC

Technology Process of 6-Demethylgriseofulvin

There total 4 articles about 6-Demethylgriseofulvin 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: 32.0%

griseofulvin (126-07-8) → (2S,5’R)-7-chloro-6-hydroxy-3’,4-dimethoxy-5’-methylspiro[benzofuran-2,4’-cyclohex-2-ene]-1,3-dione (20168-89-2,20168-88-1)

Guidance literature:

With pyridine; 18-crown-6 ether; potassium iodide; at 20 - 120 ℃; for 9h;

Reference yield: 2.0%

methanol (67-56-1) + (2S,6'R)-(7-chloro-6-hydroxy-4-methoxybenzofuran-3-on)-2-spiro-1'-(6'-methylcyclohex-2',4'-dione) (26891-76-9) → (2S,5’R)-7-chloro-6-hydroxy-3’,4-dimethoxy-5’-methylspiro[benzofuran-2,4’-cyclohex-2-ene]-1,3-dione (20168-89-2,20168-88-1)

Guidance literature:

With (1S)-10-camphorsulfonic acid; for 20h; Reflux;

DOI:10.1016/j.tetlet.2010.08.095

Reference yield:

C23H21ClO6 → (2S,5’R)-7-chloro-6-hydroxy-3’,4-dimethoxy-5’-methylspiro[benzofuran-2,4’-cyclohex-2-ene]-1,3-dione (20168-89-2,20168-88-1)

Guidance literature:

With 5% Pd(II)/C(eggshell); hydrogen; In ethyl acetate;

DOI:10.1016/j.tetlet.2010.08.095

upstream raw materials:

methanol

(2S,6'R)-(7-chloro-6-hydroxy-4-methoxybenzofuran-3-on)-2-spiro-1'-(6'-methylcyclohex-2',4'-dione)

griseofulvin

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