4'-DESMETHYL-6'-TOSYLMYCOPHENOLIC ACID

Base Information

• Chemical Name: 4'-DESMETHYL-6'-TOSYLMYCOPHENOLIC ACID
• CAS No.: 171808-03-0
• Molecular Formula: C23H24O8S
• Molecular Weight: 460.49686
• Mol file: 171808-03-0.mol

Synonyms:4'-DESMETHYL-6'-TOSYLMYCOPHENOLIC ACID;(E)-6-[1,3-Dihydro-6-hydroxy-7-Methyl-4-[[(4-Methylphenyl)sulfonyl]oxy]-3-oxo-5-isobenzofuranyl]-4-Methyl-4-hexenoic Acid

Chemical Property of 4'-DESMETHYL-6'-TOSYLMYCOPHENOLIC ACID

Chemical Property:

• PSA: 135.58000
• LogP: 4.88150
• Solubility.: Dichloromethane

Purity/Quality:

97% ^*data from raw suppliers

4’-Desmethyl-6’-tosylmycophenolicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 4’-Desmethyl-6’-tosylmycophenolic Acid (cas# 171808-03-0) is a compound useful in organic synthesis.

Technology Process of 4'-DESMETHYL-6'-TOSYLMYCOPHENOLIC ACID

There total 3 articles about 4'-DESMETHYL-6'-TOSYLMYCOPHENOLIC 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:

methyl (E) 6-(1,3-dihydro-6-methoxy-7-methyl-3-oxo-4-p-toluenesulfonyloxyisobenzofuran-5-yl)-4-methyl-4-hexenoate (171808-02-9) → (E) 6-(1,3-dihydro-6-hydroxy-7-methyl-3-oxo-4-p-toluenesulfonyloxyisobenzofuran-5-yl)-4-methyl-4-hexenoic acid (171808-03-0)

Guidance literature:

With 2,3,5-trimethyl-pyridine; lithium iodide; at 70 ℃; for 17h;

DOI:10.1021/jm9603633

Reference yield:

methyl mycophenolate (31858-66-9) → (E) 6-(1,3-dihydro-6-hydroxy-7-methyl-3-oxo-4-p-toluenesulfonyloxyisobenzofuran-5-yl)-4-methyl-4-hexenoic acid (171808-03-0)

Guidance literature:

Multi-step reaction with 2 steps

1: Et₃N, DMAP / CH₂Cl₂ / 1.5 h / 0 °C

2: collidine, LiI / 17 h / 70 °C

With 2,3,5-trimethyl-pyridine; dmap; triethylamine; lithium iodide; In dichloromethane;

DOI:10.1021/jm9603633

Reference yield:

mycophenolic acid (24280-93-1) → (E) 6-(1,3-dihydro-6-hydroxy-7-methyl-3-oxo-4-p-toluenesulfonyloxyisobenzofuran-5-yl)-4-methyl-4-hexenoic acid (171808-03-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 90 percent / TsOH / 18 h / 25 °C

2: Et₃N, DMAP / CH₂Cl₂ / 1.5 h / 0 °C

3: collidine, LiI / 17 h / 70 °C

With 2,3,5-trimethyl-pyridine; dmap; toluene-4-sulfonic acid; triethylamine; lithium iodide; In dichloromethane;

DOI:10.1021/jm9603633

upstream raw materials:

methyl (E) 6-(1,3-dihydro-6-methoxy-7-methyl-3-oxo-4-p-toluenesulfonyloxyisobenzofuran-5-yl)-4-methyl-4-hexenoate

methyl mycophenolate

mycophenolic acid

Downstream raw materials:

methyl (E) 6-(1,3-dihydro-6-hydroxy-7-methyl-3-oxo-4-p-toluenesulfonyloxyisobenzofuran-5-yl)-4-methyl-4-hexenoate

methyl (E) 6-(1,3-dihydro-7-methyl-3-oxo-4-p-toluenesulfonyloxy-6-trifluoromethanesulfonyloxy-isobenzofuran-5-yl)-4-methyl-4-hexenoate

(E)-4-Methyl-6-[7-methyl-3-oxo-6-phenyl-4-(toluene-4-sulfonyloxy)-1,3-dihydro-isobenzofuran-5-yl]-hex-4-enoic acid methyl ester

methyl (E) 6-(6-cyclopropyl-1,3-dihydro-7-methyl-3-oxo-4-p-toluenesulfonyloxyisobenzofuran-5-yl)-4-methyl-4-hexenoate