1-Methoxy-2,4,5-tris-methoxymethoxy-6-methyl-3-((Z)-pentadec-10-enyl)-benzene

Base Information

• Chemical Name: 1-Methoxy-2,4,5-tris-methoxymethoxy-6-methyl-3-((Z)-pentadec-10-enyl)-benzene
• CAS No.: 200406-78-6
• Molecular Formula: C₂₉H₅₀O₇
• Molecular Weight: 510.712

Synonyms:1-Methoxy-2,4,5-tris-methoxymethoxy-6-methyl-3-((Z)-pentadec-10-enyl)-benzene

Chemical Property of 1-Methoxy-2,4,5-tris-methoxymethoxy-6-methyl-3-((Z)-pentadec-10-enyl)-benzene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-Methoxy-2,4,5-tris-methoxymethoxy-6-methyl-3-((Z)-pentadec-10-enyl)-benzene

There total 10 articles about 1-Methoxy-2,4,5-tris-methoxymethoxy-6-methyl-3-((Z)-pentadec-10-enyl)-benzene 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: 98.6%

1-Methoxy-2,4,5-tris-methoxymethoxy-6-methyl-3-pentadec-10-ynyl-benzene (200406-77-5) → 1-Methoxy-2,4,5-tris-methoxymethoxy-6-methyl-3-((Z)-pentadec-10-enyl)-benzene (200406-78-6)

Guidance literature:

With hydrogen; palladium on barium sulfate; In pyridine; for 36h;

DOI:10.1016/S0040-4020(97)10119-3

Reference yield:

2,5-dimethoxyquinone (3117-03-1) → 1-Methoxy-2,4,5-tris-methoxymethoxy-6-methyl-3-((Z)-pentadec-10-enyl)-benzene (200406-78-6)

Guidance literature:

Multi-step reaction with 10 steps

1: Na₂S₂O₄ / methanol; tetrahydrofuran; H₂O / 3 h / Ambient temperature

2: iPr₂NEt / CH₂Cl₂ / 18 h / Ambient temperature

3: 79 percent / EtSNa / dimethylformamide / 0.5 h / Heating

4: 95 percent / iPr₂NEt / CH₂Cl₂ / 16 h / Ambient temperature

5: 1.) n-BuLi, TMEDA, 2.) DMPU / 1.) THF, hexane, -78 deg C, 30 min, 2.) THF, -78 deg C -> room temperature, 30 min; room temperature, overnight

6: 1.) DMPI, n-BuLi / 1.) THF, hexane, -78 deg C, 1 h, 2.) THF, -78 deg C -> room temperature, 30 min; room temperature, overnight

7: 1.) n-BuLi, TMEDA, 2.) DMPU / 1.) toluene, hexane, -78 deg C, 1 h, 2.) toluene, -78 deg C, 30 min; room temperature, 4 h

8: 90 percent / TBAF / tetrahydrofuran / 1 h / Ambient temperature

9: 1.) LDA, HMPA / 1.) THF, hexane, -78 deg C, 1.5 h, 2.) THF, -78 deg C, 30 min; room temperature, 4 h

10: 98.6 percent / H₂ / Pd-BaSO₄ / pyridine / 36 h

With N,N,N,N,N,N-hexamethylphosphoric triamide; 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; n-butyllithium; sodium dithionite; dimethyl pimelimidate dihydrochloride; N,N,N,N,-tetramethylethylenediamine; tetrabutyl ammonium fluoride; hydrogen; N-ethyl-N,N-diisopropylamine; lithium diisopropyl amide; sodium thioethylate; palladium on barium sulfate; In tetrahydrofuran; pyridine; methanol; dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4020(97)10119-3

Reference yield:

2,5-dimethoxyhydroquinone (13239-13-9) → 1-Methoxy-2,4,5-tris-methoxymethoxy-6-methyl-3-((Z)-pentadec-10-enyl)-benzene (200406-78-6)

Guidance literature:

Multi-step reaction with 9 steps

1: iPr₂NEt / CH₂Cl₂ / 18 h / Ambient temperature

2: 79 percent / EtSNa / dimethylformamide / 0.5 h / Heating

3: 95 percent / iPr₂NEt / CH₂Cl₂ / 16 h / Ambient temperature

4: 1.) n-BuLi, TMEDA, 2.) DMPU / 1.) THF, hexane, -78 deg C, 30 min, 2.) THF, -78 deg C -> room temperature, 30 min; room temperature, overnight

5: 1.) DMPI, n-BuLi / 1.) THF, hexane, -78 deg C, 1 h, 2.) THF, -78 deg C -> room temperature, 30 min; room temperature, overnight

6: 1.) n-BuLi, TMEDA, 2.) DMPU / 1.) toluene, hexane, -78 deg C, 1 h, 2.) toluene, -78 deg C, 30 min; room temperature, 4 h

7: 90 percent / TBAF / tetrahydrofuran / 1 h / Ambient temperature

8: 1.) LDA, HMPA / 1.) THF, hexane, -78 deg C, 1.5 h, 2.) THF, -78 deg C, 30 min; room temperature, 4 h

9: 98.6 percent / H₂ / Pd-BaSO₄ / pyridine / 36 h

With N,N,N,N,N,N-hexamethylphosphoric triamide; 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; n-butyllithium; dimethyl pimelimidate dihydrochloride; N,N,N,N,-tetramethylethylenediamine; tetrabutyl ammonium fluoride; hydrogen; N-ethyl-N,N-diisopropylamine; lithium diisopropyl amide; sodium thioethylate; palladium on barium sulfate; In tetrahydrofuran; pyridine; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4020(97)10119-3

upstream raw materials:

1-Methoxy-2,4,5-tris-methoxymethoxy-6-methyl-3-pentadec-10-ynyl-benzene

2,5-dimethoxyquinone

2,5-dimethoxyhydroquinone

1,4-dimethoxy-2,5-di(methoxymethyloxy)benzene

Downstream raw materials:

maesanin

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