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

Base Information

• Chemical Name: methyl (E) 6-(1,3-dihydro-6-ethyl-7-methyl-3-oxo-4-p-toluenesulfonyloxyisobenzofuran-5-yl)-4-methyl-4-hexenoate
• CAS No.: 171489-88-6
• Molecular Formula: C₂₆H₃₀O₇S
• Molecular Weight: 486.586
• Mol file: 171489-88-6.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 9 articles about methyl (E) 6-(1,3-dihydro-6-ethyl-7-methyl-3-oxo-4-p-toluenesulfonyloxyisobenzofuran-5-yl)-4-methyl-4-hexenoate 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%

methyl (E) 6-(1,3-dihydro-7-methyl-3-oxo-4-p-toluenesulfonyloxy-6-vinylisobenzofuran-5-yl)-4-methyl-4-hexenoate (171489-85-3) → methyl (E) 6-(1,3-dihydro-6-ethyl-7-methyl-3-oxo-4-p-toluenesulfonyloxyisobenzofuran-5-yl)-4-methyl-4-hexenoate (171489-88-6)

Guidance literature:

With tris(triphenylphosphine)rhodium(I); hydrogen; In ethyl acetate; benzene; for 5h; under 760 Torr;

DOI:10.1021/jm9603633

Reference yield:

(tris(triphenylphosphine)rhodium) chloride + methyl (E) 6-(1,3-dihydro-7-methyl-3-oxo-4-p-toluenesulfonyloxy-6-vinylisobenzofuran-5-yl)-4-methyl-4-hexenoate (171489-85-3) → methyl (E) 6-(1,3-dihydro-6-ethyl-7-methyl-3-oxo-4-p-toluenesulfonyloxyisobenzofuran-5-yl)-4-methyl-4-hexenoate (171489-88-6)

Guidance literature:

In ethanol; benzene;

Reference yield:

methyl mycophenolate (31858-66-9) → methyl (E) 6-(1,3-dihydro-6-ethyl-7-methyl-3-oxo-4-p-toluenesulfonyloxyisobenzofuran-5-yl)-4-methyl-4-hexenoate (171489-88-6)

Guidance literature:

Multi-step reaction with 6 steps

1: Et₃N, DMAP / CH₂Cl₂ / 1.5 h / 0 °C

2: collidine, LiI / 17 h / 70 °C

3: TsOH / 18 h / 25 °C

4: 92 percent / pyridine / CH₂Cl₂ / 0.25 h / 0 °C

5: 95 percent / LiCl, Ph₃As, tris(dibenzylideneacetone)dipalladium⁽⁰⁾-chloroform adduct, N-methylpyrrolidinone / 3 h / 55 °C

6: 96 percent / tris(triphenylphosphine)rhodium(I), H₂ / ethyl acetate; benzene / 5 h / 760 Torr

With pyridine; 1-methyl-pyrrolidin-2-one; 2,3,5-trimethyl-pyridine; dmap; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; triphenyl-arsane; tris(triphenylphosphine)rhodium(I); hydrogen; toluene-4-sulfonic acid; triethylamine; lithium chloride; lithium iodide; In dichloromethane; ethyl acetate; benzene;

DOI:10.1021/jm9603633

upstream raw materials:

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

methyl mycophenolate

mycophenolic acid

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