Desmethylgriseofulvin

Base Information

• Chemical Name: Desmethylgriseofulvin
• CAS No.: 5128-41-6
• Molecular Formula: C₁₆H₁₅ClO₆
• Molecular Weight: 338.745
• DSSTox Substance ID: DTXSID90965573
• Mol file: 5128-41-6.mol

Synonyms:2'-demethylgriseofulvin;4-demethylgriseofulvin;4-desmethylgriseofulvin;desmethylgriseofulvin

Chemical Property of Desmethylgriseofulvin

Chemical Property:

• Melting Point: 138 - 140 °C (n-heptane)
• Boiling Point: 600.8oC at 760 mmHg
• Flash Point: 317.1oC
• PSA: 82.06000
• Density: 1.47g/cm3
• LogP: 2.50730
• XLogP3: 2.4
• 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:

97% ^*data from raw suppliers

4-O-DemethylGriseofulvin ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1CC(=O)C=C(C12C(=O)C3=C(O2)C(=C(C=C3O)OC)Cl)OC

Technology Process of Desmethylgriseofulvin

There total 2 articles about Desmethylgriseofulvin 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: 99.0%

griseofulvin (126-07-8) → (2S,5’R)-7-chloro-4-hydroxy-3’,6-dimethoxy-5’-methylspiro[benzofuran-2,4’-cyclohex-2-ene]-1',3 -dione (7634-11-9,5128-41-6)

Guidance literature:

With iodine; magnesium; In diethyl ether; toluene; Sonication;

DOI:10.1021/jm200835c

Reference yield:

→ (2S,5’R)-7-chloro-4-hydroxy-3’,6-dimethoxy-5’-methylspiro[benzofuran-2,4’-cyclohex-2-ene]-1',3 -dione (7634-11-9,5128-41-6)

Guidance literature:

aus Griseofulvin, Demethylier.durch Microsporum canis;

Reference yield: 98.0%

2-(2-bromoethoxy)tetrahydropyran (17739-45-6,59146-56-4) + (2S,5’R)-7-chloro-4-hydroxy-3’,6-dimethoxy-5’-methylspiro[benzofuran-2,4’-cyclohex-2-ene]-1',3 -dione (7634-11-9,5128-41-6) → (2S,5'R)-7-chloro-3',6-dimethoxy-5'-methyl-4-(2-tetrahydropyran-2-yloxyethoxy)spiro[benzofuran-2,4'-cyclohex-2-ene]-1',3-dione

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 80 ℃; for 7h;

upstream raw materials:

griseofulvin

Downstream raw materials:

(2S,6'R)-(7-chloro-4-benzyloxy-6-methoxy-benzofuran-3-one)-2-spiro-1'-(2'-methoxy-6'-methyl-cyclohex-2'-en-4'-one)

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