[2'-methoxy-2,6,4'-tris-(4-methoxybenzyloxy)-6'-pent-4-enyl-biphenyl-4-yl]-methanol

Base Information

• Chemical Name: [2'-methoxy-2,6,4'-tris-(4-methoxybenzyloxy)-6'-pent-4-enyl-biphenyl-4-yl]-methanol
• CAS No.: 444119-64-6
• Molecular Formula: C₄₃H₄₆O₈
• Molecular Weight: 690.833
• Mol file: 444119-64-6.mol

Synonyms:[2'-methoxy-2,6,4'-tris-(4-methoxybenzyloxy)-6'-pent-4-enyl-biphenyl-4-yl]-methanol

Chemical Property of [2'-methoxy-2,6,4'-tris-(4-methoxybenzyloxy)-6'-pent-4-enyl-biphenyl-4-yl]-methanol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [2'-methoxy-2,6,4'-tris-(4-methoxybenzyloxy)-6'-pent-4-enyl-biphenyl-4-yl]-methanol

There total 17 articles about [2'-methoxy-2,6,4'-tris-(4-methoxybenzyloxy)-6'-pent-4-enyl-biphenyl-4-yl]-methanol 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: 99.0%

tert-butyl-[2'-methoxy-2,6,4'-tris-(4-methoxybenzyloxy)-6'-pent-4-enyl-biphenyl-4-ylmethoxy]-diphenylsilane (444119-63-5) → [2'-methoxy-2,6,4'-tris-(4-methoxybenzyloxy)-6'-pent-4-enyl-biphenyl-4-yl]-methanol (444119-64-6)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 2h;

DOI:10.1002/1521-3765(20020415)8:8<1850::AID-CHEM1850>3.0.CO;2-Q

Reference yield:

5-bromo-4-hydroxy-3-methoxybenzaldehyde (2973-76-4) → [2'-methoxy-2,6,4'-tris-(4-methoxybenzyloxy)-6'-pent-4-enyl-biphenyl-4-yl]-methanol (444119-64-6)

Guidance literature:

Multi-step reaction with 12 steps

1.1: 97 percent / K₂CO₃ / dimethylformamide / 24 h / 20 °C

2.1: 70 percent / 3-chloroperbenzoic acid / CH₂Cl₂ / 16 h / Heating

3.1: 89 percent / dimethylformamide / 12 h / Heating

4.1: 82 percent / K₂CO₃; n-Bu₄NI / dimethylformamide / 12 h / 80 °C

5.1: 98 percent / aq. LiOH / methanol / 72 h / Heating

6.1: 80 percent / PPh₃; (iPr)2NEt; CCl₄ / pyridine; acetonitrile / 16 h / 80 °C

7.1: Mg; 1,2-dibromoethane / tetrahydrofuran / 3 h / Heating

7.2: 84 percent / tetrahydrofuran / 48 h / Heating

8.1: methyl triflate / CH₂Cl₂ / 2 h / -10 - 0 °C

8.2: NaBH₄ / methanol; tetrahydrofuran; CH₂Cl₂ / 3 h / 20 °C

8.3: 70 percent / aq. oxalic acid / tetrahydrofuran / 12 h

9.1: 82 percent / tetrahydrofuran / 1 h / 0 °C

10.1: 94 percent / pyridine / CH₂Cl₂ / 13 h / -20 - 20 °C

11.1: 97 percent / n-Bu₃SnH; AIBN / toluene / 12 h / 75 °C

12.1: 99 percent / TBAF*3H₂O / tetrahydrofuran / 2 h / 20 °C

With pyridine; tetrachloromethane; lithium hydroxide; 2,2'-azobis(isobutyronitrile); tetrabutyl ammonium fluoride; tri-n-butyl-tin hydride; tetra-(n-butyl)ammonium iodide; potassium carbonate; magnesium; ethylene dibromide; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; methyl trifluoromethanesulfonate; In tetrahydrofuran; pyridine; methanol; dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile; 2.1: Baeyer-Villiger oxidation;

DOI:10.1002/1521-3765(20020415)8:8<1850::AID-CHEM1850>3.0.CO;2-Q

Reference yield:

3,5-dihydroxy-4-bromobenzoic acid (16534-12-6) → [2'-methoxy-2,6,4'-tris-(4-methoxybenzyloxy)-6'-pent-4-enyl-biphenyl-4-yl]-methanol (444119-64-6)

Guidance literature:

Multi-step reaction with 10 steps

1.1: 96 percent / SOCl₂ / 2 h / Heating

2.1: 84 percent / K₂CO₃; nBu₄NI / dimethylformamide / 12 h / 80 °C

3.1: 98 percent / LiBH₄ / tetrahydrofuran; methanol / 3 h / Heating

4.1: 82 percent / imidazole / dimethylformamide / 12 h / 20 °C

5.1: Mg; 1,2-dibromoethane / tetrahydrofuran / 3 h / Heating

5.2: 84 percent / tetrahydrofuran / 48 h / Heating

6.1: methyl triflate / CH₂Cl₂ / 2 h / -10 - 0 °C

6.2: NaBH₄ / methanol; tetrahydrofuran; CH₂Cl₂ / 3 h / 20 °C

6.3: 70 percent / aq. oxalic acid / tetrahydrofuran / 12 h

7.1: 82 percent / tetrahydrofuran / 1 h / 0 °C

8.1: 94 percent / pyridine / CH₂Cl₂ / 13 h / -20 - 20 °C

9.1: 97 percent / n-Bu₃SnH; AIBN / toluene / 12 h / 75 °C

10.1: 99 percent / TBAF*3H₂O / tetrahydrofuran / 2 h / 20 °C

With pyridine; 1H-imidazole; lithium borohydride; thionyl chloride; 2,2'-azobis(isobutyronitrile); tetrabutyl ammonium fluoride; tri-n-butyl-tin hydride; tetra-(n-butyl)ammonium iodide; potassium carbonate; magnesium; ethylene dibromide; methyl trifluoromethanesulfonate; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; toluene;

DOI:10.1002/1521-3765(20020415)8:8<1850::AID-CHEM1850>3.0.CO;2-Q

upstream raw materials:

tert-butyl-[2'-methoxy-2,6,4'-tris-(4-methoxybenzyloxy)-6'-pent-4-enyl-biphenyl-4-ylmethoxy]-diphenylsilane

5-bromo-4-hydroxy-3-methoxybenzaldehyde

3,5-dihydroxy-4-bromobenzoic acid

5-bromoveratralaldehyde

Downstream raw materials:

2-methoxy-4,2',6'-tris-(4-methoxybenzyloxy)-6-pent-4-ynyl-4'-undec-10-enyl-biphenyl

(Z)-3-Methoxy-5,24,25-tris-(4-methoxy-benzyloxy)-tricyclo[20.2.2.0^2,7]hexacosa-1⁽²⁵⁾,2⁽⁷⁾,3,5,11,22⁽²⁶⁾,23-heptaene

4'-bromomethyl-2-methoxy-4,2',6'-tris-(4-methoxybenzyloxy)-6-pent-4-enyl-biphenyl