METHYL 6'-DESMETHYL-4'-TOSYLMYCOPHENOLATE

Base Information

• Chemical Name: METHYL 6'-DESMETHYL-4'-TOSYLMYCOPHENOLATE
• CAS No.: 171808-04-1
• Molecular Formula: C24H26O8S
• Molecular Weight: 474.532
• Mol file: 171808-04-1.mol

Synonyms:METHYL 6'-DESMETHYL-4'-TOSYLMYCOPHENOLATE;(4E)-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 METHYL 6'-DESMETHYL-4'-TOSYLMYCOPHENOLATE

Chemical Property:

• Boiling Point: 695.8±55.0 °C(Predicted)
• PKA: 7.43±0.20(Predicted)
• PSA: 124.58000
• Density: 1.320±0.06 g/cm3(Predicted)
• LogP: 4.96990
• Solubility.: Dichloromethane

Purity/Quality:

95% ^*data from raw suppliers

Methyl6’-Desmethyl-4’-tosylmycophenolate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Methyl 6’-Desmethyl-4’-tosylmycophenolate (cas# 171808-04-1) is a compound useful in organic synthesis.

Technology Process of METHYL 6'-DESMETHYL-4'-TOSYLMYCOPHENOLATE

There total 5 articles about METHYL 6'-DESMETHYL-4'-TOSYLMYCOPHENOLATE 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: 23.0%

methyl (E) 6-(1,3-dihydro-6-methoxy-7-methyl-3-oxo-4-p-toluenesulfonyloxyisobenzofuran-5-yl)-4-methyl-4-hexenoate (171808-02-9) → methyl (E) 6-(1,3-dihydro-6-hydroxy-7-methyl-3-oxo-4-p-toluenesulfonyloxyisobenzofuran-5-yl)-4-methyl-4-hexenoate (171808-04-1)

Guidance literature:

With pyridine; 2,3,5-trimethyl-pyridine; lithium iodide; at 150 ℃; for 15h;

DOI:10.1016/j.bmcl.2007.06.059

Reference yield:

(E) 6-(1,3-dihydro-6-hydroxy-7-methyl-3-oxo-4-p-toluenesulfonyloxyisobenzofuran-5-yl)-4-methyl-4-hexenoic acid (171808-03-0) → methyl (E) 6-(1,3-dihydro-6-hydroxy-7-methyl-3-oxo-4-p-toluenesulfonyloxyisobenzofuran-5-yl)-4-methyl-4-hexenoate (171808-04-1)

Guidance literature:

With toluene-4-sulfonic acid; In methanol; water;

Reference yield:

methyl mycophenolate (31858-66-9) → methyl (E) 6-(1,3-dihydro-6-hydroxy-7-methyl-3-oxo-4-p-toluenesulfonyloxyisobenzofuran-5-yl)-4-methyl-4-hexenoate (171808-04-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 96 percent / Et₃N / CH₂Cl₂ / 4 h / 20 °C

2: 23 percent / LiI; pyridine; collidine / 15 h / 150 °C

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

DOI:10.1016/j.bmcl.2007.06.059

upstream raw materials:

methanol

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

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

methyl mycophenolate

Downstream raw materials:

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

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