5-methyl-(R)-(-)-Mellein, 5-methyl-(S)-(+)-Mellein

Base Information

• Chemical Name: 5-methyl-(R)-(-)-Mellein, 5-methyl-(S)-(+)-Mellein
• CAS No.: 7734-92-1
• Molecular Formula: C₁₁H₁₂O₃
• Molecular Weight: 192.214
• UNII: 461BW4X8WN
• ChEMBL ID: CHEMBL461985
• DSSTox Substance ID: DTXSID50564248
• Metabolomics Workbench ID: 116164,136017
• Nikkaji Number: J2.462.551F
• Wikidata: Q27258884
• Mol file: 7734-92-1.mol

Synonyms:5-Methylmellein;EX-3307;1H-2-Benzopyran-1-one,3,4-dihydro-8-hydroxy-3,5-dimethyl-,(R);

Chemical Property of 5-methyl-(R)-(-)-Mellein, 5-methyl-(S)-(+)-Mellein

Chemical Property:

• Melting Point: 122 - 123 °C
• PSA: 46.53000
• LogP: 1.80200
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 192.078644241
• Heavy Atom Count: 14
• Complexity: 239

Purity/Quality:

98%Min ^*data from raw suppliers

5-Methylmellein ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1CC2=C(C=CC(=C2C(=O)O1)O)C
• Isomeric SMILES: C[C@@H]1CC2=C(C=CC(=C2C(=O)O1)O)C
• Uses: 5-Methylmellein is a widespread fungal pentaketide with weak antibacterial, antifungal and antiviral activity.

Technology Process of 5-methyl-(R)-(-)-Mellein, 5-methyl-(S)-(+)-Mellein

There total 8 articles about 5-methyl-(R)-(-)-Mellein, 5-methyl-(S)-(+)-Mellein 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: 96.0%

3,5-dimethyl-8-methoxy-3,4-dihydroisocoumarin (7736-76-7) → 3,4-dihydro-(3R)-5-dimethyl-8-hydroxyisocoumarin (24349-82-4,26227-19-0,7734-92-1)

Guidance literature:

With boron tribromide; In dichloromethane; at -78 - 0 ℃; for 2h;

DOI:10.1016/j.bmc.2019.03.060

Reference yield:

3,5-dimethyl-8-methoxy-3,4-dihydroisocoumarin (24350-99-0) → (S)-8-hydroxy-3,5-dimethylisochroman-1-one (7734-92-1,24349-82-4,26227-19-0) + 3,4-dihydro-(3R)-5-dimethyl-8-hydroxyisocoumarin (24349-82-4,26227-19-0,7734-92-1)

Guidance literature:

With boron tribromide; In dichloromethane; at -78 - 0 ℃; for 2h;

DOI:10.1016/j.bmc.2019.03.060

Reference yield:

3,5-dimethyl-8-methoxy-3,4-dihydroisocoumarin (24350-99-0) → (S)-8-hydroxy-3,5-dimethylisochroman-1-one (7734-92-1,24349-82-4,26227-19-0) + 3,4-dihydro-(3R)-5-dimethyl-8-hydroxyisocoumarin (24349-82-4,26227-19-0,7734-92-1)

Guidance literature:

With boron tribromide; In dichloromethane; at -78 - 0 ℃; for 2h;

DOI:10.1016/j.bmc.2019.03.060

upstream raw materials:

3,5-dimethyl-8-methoxy-3,4-dihydroisocoumarin

(R)-(-)-5-hydroxymethylmellein

3,5-dimethyl-8-methoxy-3,4-dihydroisocoumarin

2-methoxy-5-methylbenzoic acid