Methanesulfonic acid (E)-2-{3-[(dimethyl-o-tolyl-silanyl)-methoxy]-benzyl}-8,8-dimethyl-non-4-en-6-ynyl ester

Base Information

• Chemical Name: Methanesulfonic acid (E)-2-{3-[(dimethyl-o-tolyl-silanyl)-methoxy]-benzyl}-8,8-dimethyl-non-4-en-6-ynyl ester
• CAS No.: 180071-78-7
• Molecular Formula: C₂₉H₄₀O₄SSi
• Molecular Weight: 512.786
• Mol file: 180071-78-7.mol

Synonyms:Methanesulfonic acid (E)-2-{3-[(dimethyl-o-tolyl-silanyl)-methoxy]-benzyl}-8,8-dimethyl-non-4-en-6-ynyl ester

Chemical Property of Methanesulfonic acid (E)-2-{3-[(dimethyl-o-tolyl-silanyl)-methoxy]-benzyl}-8,8-dimethyl-non-4-en-6-ynyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Methanesulfonic acid (E)-2-{3-[(dimethyl-o-tolyl-silanyl)-methoxy]-benzyl}-8,8-dimethyl-non-4-en-6-ynyl ester

There total 9 articles about Methanesulfonic acid (E)-2-{3-[(dimethyl-o-tolyl-silanyl)-methoxy]-benzyl}-8,8-dimethyl-non-4-en-6-ynyl 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: 100.0%

methanesulfonyl chloride (124-63-0) + 2-<3-<((2-methylphenyl)dimethylsilyl)methoxy>benzyl>-8,8-dimethyl-non-4-ene-6-ynol (180071-76-5) → Methanesulfonic acid (E)-2-{3-[(dimethyl-o-tolyl-silanyl)-methoxy]-benzyl}-8,8-dimethyl-non-4-en-6-ynyl ester (180071-78-7)

Guidance literature:

With dmap; triethylamine; In dichloromethane; for 0.5h; Ambient temperature;

DOI:10.1080/00397919608005229

Reference yield:

3-Bromophenol (591-20-8) → Methanesulfonic acid (E)-2-{3-[(dimethyl-o-tolyl-silanyl)-methoxy]-benzyl}-8,8-dimethyl-non-4-en-6-ynyl ester (180071-78-7)

Guidance literature:

Multi-step reaction with 6 steps

1: 24 percent / triethylamine, Pd(OAc)2, tris(o-tolyl)phosphine / 100 °C

2: 1.) K₂CO₃, 2.) KI / 1.) DMSO, 90 deg C, 30 min, 2.) DMSO, 90 deg C, 5 h

3: 90 percent / H₂ / Pd/C / methanol / 10 h / Ambient temperature

4: 1.) lithium diisopropylamide / 1.) THF, -70 deg C, 1 h, 2.) hexamethylphosphorotriamide, -70 deg C -> r.t.

5: 90 percent / LiAlH₄ / diethyl ether / 2 h

6: 100 percent / triethylamine, 4-dimethylaminopyridine / CH₂Cl₂ / 0.5 h / Ambient temperature

With dmap; palladium diacetate; lithium aluminium tetrahydride; hydrogen; potassium carbonate; triethylamine; tris-(o-tolyl)phosphine; potassium iodide; lithium diisopropyl amide; palladium on activated charcoal; In methanol; diethyl ether; dichloromethane;

DOI:10.1080/00397919608005229

Reference yield:

2-methylphenyl bromide (95-46-5) → Methanesulfonic acid (E)-2-{3-[(dimethyl-o-tolyl-silanyl)-methoxy]-benzyl}-8,8-dimethyl-non-4-en-6-ynyl ester (180071-78-7)

Guidance literature:

Multi-step reaction with 6 steps

1: 1.) n-butyllithium / 1.) THF, -70 deg C, 30 min, 2.) THF, -70 deg C -> r.t., 2 h

2: 1.) K₂CO₃, 2.) KI / 1.) DMSO, 90 deg C, 30 min, 2.) DMSO, 90 deg C, 5 h

3: 90 percent / H₂ / Pd/C / methanol / 10 h / Ambient temperature

4: 1.) lithium diisopropylamide / 1.) THF, -70 deg C, 1 h, 2.) hexamethylphosphorotriamide, -70 deg C -> r.t.

5: 90 percent / LiAlH₄ / diethyl ether / 2 h

6: 100 percent / triethylamine, 4-dimethylaminopyridine / CH₂Cl₂ / 0.5 h / Ambient temperature

With dmap; lithium aluminium tetrahydride; n-butyllithium; hydrogen; potassium carbonate; triethylamine; potassium iodide; lithium diisopropyl amide; palladium on activated charcoal; In methanol; diethyl ether; dichloromethane;

DOI:10.1080/00397919608005229

upstream raw materials:

methanesulfonyl chloride

2-<3-<((2-methylphenyl)dimethylsilyl)methoxy>benzyl>-8,8-dimethyl-non-4-ene-6-ynol

3-Bromophenol

2-methylphenyl bromide