Griseofulvic acid

Base Information

• Chemical Name: Griseofulvic acid
• CAS No.: 469-54-5
• Molecular Formula: C16H15 Cl O6
• Molecular Weight: 338.745
• Mol file: 469-54-5.mol

Synonyms:Spiro[benzofuran-2(3H),1'-cyclohexane]-2',3,4'-trione,7-chloro-4,6-dimethoxy-6'-methyl-, trans- (8CI); (?à)-Griseofulvic acid; Griseofulvic acid

Chemical Property of Griseofulvic acid

Chemical Property:

• Melting Point: 260-262oC (dec.)
• Boiling Point: 581.6°Cat760mmHg
• Flash Point: 305.5°C
• PSA: 82.06000
• Density: 1.47g/cm³
• LogP: 2.72190
• Storage Temp.: Refrigerator
• Solubility.: DMSO (Slightly), Methanol (Slightly, Heated, Sonicated)

Purity/Quality:

97% ^*data from raw suppliers

GriseofulvicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: A newly metabolite of Griseofulvin (G787500).

Technology Process of Griseofulvic acid

There total 7 articles about Griseofulvic acid 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: 91.0%

griseofulvin (126-07-8) → (2S,2'R)-7-chloro-4,6-dimethoxy-2'-methyl-3H-spiro[benzofuran-2,1'-cyclohexane]-3,4',6'-trione (469-54-5)

Guidance literature:

With ammonium cerium (IV) nitrate; In water; acetonitrile; for 6h; Reflux;

Reference yield:

→ rac.-Griseofulvinsaeure (469-53-4,469-54-5,2847-96-3,2884-23-3,26891-73-6)

Guidance literature:

aus rac.-Isogriseofulvin, Na2CO3 in wss.Dioxan;

DOI:10.1002/hlca.19600430724

Reference yield:

→ rac.-epi-Griseofulvinsaeure (469-53-4,469-54-5,2847-96-3,2884-23-3,26891-73-6)

Guidance literature:

aus 2-Methoxycarbonyl-2--4,6-dimethoxy-7-chlor-cumaran-3-on (F: 184-185grad), NaOMe-Lsg.;

DOI:10.1002/hlca.19600430724

upstream raw materials:

methanol

griseofulvin

tetrachloromethane

ethanol

Downstream raw materials:

(2S,6'R)-(7-chloro-4,6-dimethoxy-benzofuran-3-on)-2-spiro-1'-(4'-methoxy-6'-methylcyclohex-3'-ene-2'-one)

griseofulvin

(2S,6'R)-7-chloro-4'-cyclohexyloxy-4,6-dimethoxy-6'-methyl-spiro[benzofuran-2,1'-cyclohex-3'-ene]-3,2'-dione

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

Refernces

• 1、 R?nnest, Mads H.,Harris, Pernille,Gotfredsen, Charlotte H.,Larsen, Thomas O.,Clausen, Mads H.. "Synthesis and single crystal X-ray analysis of two griseofulvin metabolites". scheme or table. p. 5881 - 5882. Retrieved 2010/12/24.