2-Methyl-4-methoxy-6-oxo-6H-pyran-3-carboxylic acid methyl ester

Base Information

• Chemical Name: 2-Methyl-4-methoxy-6-oxo-6H-pyran-3-carboxylic acid methyl ester
• CAS No.: 668-40-6
• Molecular Formula: C₉H₁₀O₅
• Molecular Weight: 198.175
• Mol file: 668-40-6.mol

Synonyms:4-methoxy-5-methoxycarbonyl-6-methyl-2-pyrone;4-Methoxy-2-methyl-6-oxo-6H-pyran-3-carboxylic acid methyl ester;

Chemical Property of 2-Methyl-4-methoxy-6-oxo-6H-pyran-3-carboxylic acid methyl ester

Chemical Property:

• PSA: 65.74000
• LogP: 0.74340

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-Methyl-4-methoxy-6-oxo-6H-pyran-3-carboxylic acid methyl ester

There total 4 articles about 2-Methyl-4-methoxy-6-oxo-6H-pyran-3-carboxylic acid methyl ester 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: 93.0%

dimethyl sulfate (77-78-1) + 5-carbomethoxy-4-hydroxy-6-methyl-2H-pyran-2-one (82697-66-3) → methyl 4-methoxy-6-methyl-2-oxo-2H-pyran-5-carboxylate (668-40-6)

Guidance literature:

With potassium carbonate; In acetone; for 5h; Heating;

DOI:10.1055/s-2006-942355

Reference yield:

acetoacetic acid methyl ester (105-45-3) → methyl 4-methoxy-6-methyl-2-oxo-2H-pyran-5-carboxylate (668-40-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 40 percent / CH₂Cl₂ / 168 h / 20 °C

2: 93 percent / K₂CO₃ / acetone / 5 h / Heating

With potassium carbonate; In dichloromethane; acetone;

DOI:10.1055/s-2006-942355

Reference yield:

dipyrone methyl ether (33253-51-9) → methyl 4-methoxy-6-methyl-2-oxo-2H-pyran-5-carboxylate (668-40-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 370 mg / aq. NaOH / 0.42 h / Ambient temperature

2: diethyl ether

In sodium hydroxide; diethyl ether;

upstream raw materials:

diazomethane

4-methoxy-5-methyl-2-oxo-2H-pyran-5-carboxylic acid

dimethyl sulfate

5-carbomethoxy-4-hydroxy-6-methyl-2H-pyran-2-one

Downstream raw materials:

2-Methoxy-6-methyl-terephthalic acid 1-methyl ester

Refernces

• 1、 Sakurai, Ikuo,Miyajima, Hisae,Akiyama, Katsuyoshi,Shimizu, Sakae,Yamamoto, Yuzuru. "Studies on Metabolites of Macrophoma commelinae. IV. Substrate Specificity in the Biotransformation of 2-Pyrones to Substituted Benzoic Acids". . p. 2003 - 2011. Retrieved 2007/10/02.