2-[4'-(tert-butyldiphenylsilanyloxymethyl)-6-methoxy-4,2',6'-tris-(4-methoxybenzyloxy)-biphenyl-2-yl]-4,4-dimethyl-4,5-dihydro-oxazole

Base Information

• Chemical Name: 2-[4'-(tert-butyldiphenylsilanyloxymethyl)-6-methoxy-4,2',6'-tris-(4-methoxybenzyloxy)-biphenyl-2-yl]-4,4-dimethyl-4,5-dihydro-oxazole
• CAS No.: 444119-59-9
• Molecular Formula: C₅₉H₆₃NO₉Si
• Molecular Weight: 958.236

Synonyms:2-[4'-(tert-butyldiphenylsilanyloxymethyl)-6-methoxy-4,2',6'-tris-(4-methoxybenzyloxy)-biphenyl-2-yl]-4,4-dimethyl-4,5-dihydro-oxazole

Chemical Property of 2-[4'-(tert-butyldiphenylsilanyloxymethyl)-6-methoxy-4,2',6'-tris-(4-methoxybenzyloxy)-biphenyl-2-yl]-4,4-dimethyl-4,5-dihydro-oxazole

Chemical Property:

Purity/Quality:

Safty Information:

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Technology Process of 2-[4'-(tert-butyldiphenylsilanyloxymethyl)-6-methoxy-4,2',6'-tris-(4-methoxybenzyloxy)-biphenyl-2-yl]-4,4-dimethyl-4,5-dihydro-oxazole

There total 12 articles about 2-[4'-(tert-butyldiphenylsilanyloxymethyl)-6-methoxy-4,2',6'-tris-(4-methoxybenzyloxy)-biphenyl-2-yl]-4,4-dimethyl-4,5-dihydro-oxazole 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: 84.0%

2-[2,3-dimethoxy-5-(4-methoxybenzyloxy)-phenyl]-4,4-dimethyl-4,5-dihydro-oxazole (444119-58-8) + [4-bromo-3,5-bis-(4-methoxybenzyloxy)-benzyloxy]-tert-butyldiphenylsilane (444119-56-6) → 2-[4'-(tert-butyldiphenylsilanyloxymethyl)-6-methoxy-4,2',6'-tris-(4-methoxybenzyloxy)-biphenyl-2-yl]-4,4-dimethyl-4,5-dihydro-oxazole (444119-59-9)

Guidance literature:

[4-bromo-3,5-bis-(4-methoxybenzyloxy)-benzyloxy]-tert-butyldiphenylsilane; With magnesium; ethylene dibromide; In tetrahydrofuran; for 3h; Heating;

2-[2,3-dimethoxy-5-(4-methoxybenzyloxy)-phenyl]-4,4-dimethyl-4,5-dihydro-oxazole; In tetrahydrofuran; for 48h; Heating;

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-[4'-(tert-butyldiphenylsilanyloxymethyl)-6-methoxy-4,2',6'-tris-(4-methoxybenzyloxy)-biphenyl-2-yl]-4,4-dimethyl-4,5-dihydro-oxazole (444119-59-9)

Guidance literature:

Multi-step reaction with 7 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

With tetrachloromethane; lithium hydroxide; tetra-(n-butyl)ammonium iodide; potassium carbonate; magnesium; ethylene dibromide; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; In tetrahydrofuran; pyridine; methanol; dichloromethane; N,N-dimethyl-formamide; 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-[4'-(tert-butyldiphenylsilanyloxymethyl)-6-methoxy-4,2',6'-tris-(4-methoxybenzyloxy)-biphenyl-2-yl]-4,4-dimethyl-4,5-dihydro-oxazole (444119-59-9)

Guidance literature:

Multi-step reaction with 5 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

With 1H-imidazole; lithium borohydride; thionyl chloride; tetra-(n-butyl)ammonium iodide; potassium carbonate; magnesium; ethylene dibromide; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;

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

upstream raw materials:

2-[2,3-dimethoxy-5-(4-methoxybenzyloxy)-phenyl]-4,4-dimethyl-4,5-dihydro-oxazole

[4-bromo-3,5-bis-(4-methoxybenzyloxy)-benzyloxy]-tert-butyldiphenylsilane

5-bromo-4-hydroxy-3-methoxybenzaldehyde

3,5-dihydroxy-4-bromobenzoic acid

Downstream raw materials:

thiocarbonic acid O-{1-[4'-(tert-butyldiphenylsilanyloxymethyl)-6-methoxy-4,2',6'-tris-(4-methoxybenzyloxy)-biphenyl-2-yl]-oct-6-ynyl} ester O-phenyl ester

thiocarbonic acid O-{1-[4'-(tert-butyldiphenylsilanyloxymethyl)-6-methoxy-4,2',6'-tris-(4-methoxybenzyloxy)-biphenyl-2-yl]-hept-6-enyl} ester O-phenyl ester

thiocarbonic acid O-{1-[4'-(tert-butyldiphenylsilanyloxymethyl)-6-methoxy-4,2',6'-tris-(4-methoxybenzyloxy)-biphenyl-2-yl]-hex-4-ynyl} ester O-phenyl ester

thiocarbonic acid O-{1-[4'-(tert-butyldiphenylsilanyloxymethyl)-6-methoxy-4,2',6'-tris-(4-methoxybenzyloxy)-biphenyl-2-yl]-pent-4-enyl} ester O-phenyl ester

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