6-(4,6-DIHYDROXY-7-METHYL-3-OXO-1,3-DIHYDRO-ISOBENZOFURAN-5-YL)-4-METHYL-HEX-4-ENOIC ACID METHYL ESTER

Base Information

• Chemical Name: 6-(4,6-DIHYDROXY-7-METHYL-3-OXO-1,3-DIHYDRO-ISOBENZOFURAN-5-YL)-4-METHYL-HEX-4-ENOIC ACID METHYL ESTER
• CAS No.: 33431-38-8
• Molecular Formula: C₁₇H₂₀O₆
• Molecular Weight: 320.342
• Mol file: 33431-38-8.mol

Synonyms:6-(4,6-DIHYDROXY-7-METHYL-3-OXO-1,3-DIHYDRO-ISOBENZOFURAN-5-YL)-4-METHYL-HEX-4-ENOIC ACID METHYL ESTER;O-DesMethyl Mycophenolic Acid Methyl Ester;(4E)-6-(1,3-Dihydro-4,6-dihydroxy-7-Methyl-3-oxo-5-isobenzofuranyl)-4-Methyl-4-hexenoic Acid Methyl Ester;DeMethylMycophenolic Acid Methyl Ester;Nor-O-Methyl Mycophenolic Acid Methyl Ester

Chemical Property of 6-(4,6-DIHYDROXY-7-METHYL-3-OXO-1,3-DIHYDRO-ISOBENZOFURAN-5-YL)-4-METHYL-HEX-4-ENOIC ACID METHYL ESTER

Chemical Property:

• Boiling Point: 544.1±50.0 °C(Predicted)
• PKA: 8.26±0.20(Predicted)
• PSA: 93.06000
• Density: 1.291±0.06 g/cm3(Predicted)
• LogP: 2.51860

Purity/Quality:

97% ^*data from raw suppliers

O-DesmethylMycophenolicAcidMethylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Protected metabolite of Mycophenolic Acid.

Technology Process of 6-(4,6-DIHYDROXY-7-METHYL-3-OXO-1,3-DIHYDRO-ISOBENZOFURAN-5-YL)-4-METHYL-HEX-4-ENOIC ACID METHYL ESTER

There total 7 articles about 6-(4,6-DIHYDROXY-7-METHYL-3-OXO-1,3-DIHYDRO-ISOBENZOFURAN-5-YL)-4-METHYL-HEX-4-ENOIC 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: 89.0%

methanol (67-56-1) + C16H18O6 → 6-(4,6-dihydroxy-7-methyl-3-oxo-1,3-dihydro-isobenzofuran-5-yl)-4-methyl-hex-4-enoic acid methyl ester (33431-38-8)

Guidance literature:

With thionyl chloride; for 0.0666667h; Cooling with ice;

Reference yield: 78.0%

methanol (67-56-1) + nor-O-methylmycophenolic acid (31858-65-8) → methyl ester of (E)-6-(4,6-dihydroxy-7-methyl-3-oxo-1,3-dihydroisobenzofuran-5-yl)-4-methyl-4-hexenoic acid (33431-38-8)

Guidance literature:

With toluene-4-sulfonic acid; at 20 ℃; for 9h;

DOI:10.1016/j.bmcl.2007.06.059

Reference yield:

mycophenolic acid (24280-93-1) → 6-(4,6-dihydroxy-7-methyl-3-oxo-1,3-dihydro-isobenzofuran-5-yl)-4-methyl-hex-4-enoic acid methyl ester (33431-38-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 2,4,6-trimethyl-pyridine; lithium iodide / pyridine / 48 h / 135 °C / Inert atmosphere

2: thionyl chloride / 0.07 h / Cooling with ice

With 2,4,6-trimethyl-pyridine; thionyl chloride; lithium iodide; In pyridine;

upstream raw materials:

mycophenolic acid

methanol

nor-O-methylmycophenolic acid

mycophenolic acid

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