5,7-Dihydroxy-4-methylphthalide

Base Information

• Chemical Name: 5,7-Dihydroxy-4-methylphthalide
• CAS No.: 27979-57-3
• Molecular Formula: C9H8O4
• Molecular Weight: 180.15700
• Hs Code.: 2932209090
• UNII: EH1U60N12M
• ChEMBL ID: CHEMBL575424
• DSSTox Substance ID: DTXSID60561066
• Metabolomics Workbench ID: 143076
• Nikkaji Number: J131.847K
• Wikidata: Q27136687
• Mol file: 27979-57-3.mol

Synonyms:5,7-dihydroxy-4-methylphthalide;27979-57-3;5,7-Dihydroxy-4-methylisobenzofuran-1(3H)-one;5,7-dihydroxy-4-methyl-3H-2-benzofuran-1-one;Mycophenolic Acid Impurity;Phthalide, 5,7-dihydroxy-4-methyl-;4-Methyl-5,7-dihydroxyisobenzofuran-1(3H)-one;5,7-Dihydroxy-4-methyl-1(3H)-isobenzofuranone;1(3H)-Isobenzofuranone, 5,7-dihydroxy-4-methyl-;EH1U60N12M;CHEBI:68194;UNII-EH1U60N12M;CHEMBL575424;SCHEMBL3505368;DTXSID60561066;BCP13320;EX-A1306;MFCD09955111;AKOS006314750;TS-08698;F17399;5, 7-dihydroxy-4-methyl-3H-2-benzofuran-1-one;5,7-Dihydroxy-4-methyl-2-benzofuran-1(3H)-one;A876815;Q27136687

Chemical Property of 5,7-Dihydroxy-4-methylphthalide

Chemical Property:

• Melting Point: 252 °C(Solv: methanol (67-56-1); water (7732-18-5))
• Boiling Point: 486.0±44.0 °C(Predicted)
• PKA: 8.21±0.20(Predicted)
• PSA: 66.76000
• Density: 1.511±0.06 g/cm3(Predicted)
• LogP: 1.07660
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 180.04225873
• Heavy Atom Count: 13
• Complexity: 228

Purity/Quality:

97% ^*data from raw suppliers

5,7-Dihydroxy-4-methylphthalide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C2COC(=O)C2=C(C=C1O)O
• Uses: 5,7-Dihydroxy-4-methylphthalide is a possible impurity of Mycophenolate Mofetil (M831450) which is an immunosuppressant.

Technology Process of 5,7-Dihydroxy-4-methylphthalide

There total 4 articles about 5,7-Dihydroxy-4-methylphthalide 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%

5,7-Dimethoxy-4-methylisobenzofuran-1(3H)-one (37715-47-2) → 5,7-dihydroxy-4-methylphthalide (27979-57-3)

Guidance literature:

With Cyclohexyl iodide; In N,N-dimethyl-formamide; for 14h; Heating;

DOI:10.1016/j.tetlet.2008.04.070

Reference yield: 80.0%

7-hydroxy-5-methoxy-4-methylisobenzofuran-1(3H)-one (24282-61-9) → 5,7-dihydroxy-4-methylphthalide (27979-57-3)

Guidance literature:

With boron tribromide; In dichloromethane; for 192h;

DOI:10.1248/cpb.37.2948

Reference yield: 25.0%

3-acetyl-4-(1-(methoxycarbonyl)ethyl)-2,5-dihydrofuran-2-one (84280-65-9) → 5,7-dihydroxy-4-methylphthalide (27979-57-3)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; hexane; at -70 ℃; for 3h;

DOI:10.1021/jo00152a038

upstream raw materials:

7-hydroxy-5-methoxy-4-methylisobenzofuran-1(3H)-one

3-acetyl-4-(1-(methoxycarbonyl)ethyl)-2,5-dihydrofuran-2-one

5,7-Dimethoxy-4-methylisobenzofuran-1(3H)-one