8-tert-butyldiphenylsilyloxy-4-hydroxy-3-methyl-4-(1,4,8-trimethoxy-3-methyl-2-naphthyl)-2-<(1,4,8-trimethoxy-3-methyl-2-naphthyl)methyl>-1(4H)-naphthalenone

Base Information

• Chemical Name: 8-tert-butyldiphenylsilyloxy-4-hydroxy-3-methyl-4-(1,4,8-trimethoxy-3-methyl-2-naphthyl)-2-<(1,4,8-trimethoxy-3-methyl-2-naphthyl)methyl>-1(4H)-naphthalenone
• CAS No.: 217174-75-9
• Molecular Formula: C₅₆H₅₈O₉Si
• Molecular Weight: 903.157

Synonyms:

Chemical Property of 8-tert-butyldiphenylsilyloxy-4-hydroxy-3-methyl-4-(1,4,8-trimethoxy-3-methyl-2-naphthyl)-2-<(1,4,8-trimethoxy-3-methyl-2-naphthyl)methyl>-1(4H)-naphthalenone

Chemical Property:

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Technology Process of 8-tert-butyldiphenylsilyloxy-4-hydroxy-3-methyl-4-(1,4,8-trimethoxy-3-methyl-2-naphthyl)-2-<(1,4,8-trimethoxy-3-methyl-2-naphthyl)methyl>-1(4H)-naphthalenone

There total 10 articles about 8-tert-butyldiphenylsilyloxy-4-hydroxy-3-methyl-4-(1,4,8-trimethoxy-3-methyl-2-naphthyl)-2-<(1,4,8-trimethoxy-3-methyl-2-naphthyl)methyl>-1(4H)-naphthalenone 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:

5-hydroxy-2-methyl-3-<(1,4,8-trimethoxy-3-methyl-2-naphthyl)methyl>1,4-naphthoquinone (217174-74-8) → 8-tert-butyldiphenylsilyloxy-4-hydroxy-3-methyl-4-(1,4,8-trimethoxy-3-methyl-2-naphthyl)-2-<(1,4,8-trimethoxy-3-methyl-2-naphthyl)methyl>-1(4H)-naphthalenone (217174-75-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 87.9 percent / 1,8-diazabicyclo<5.4.0>-7-undecane / benzene / 0.75 h / 5 °C

2: 1.) n-BuLi / 1.) THF, hexane, -78 deg C, 30 min, 2.) THF, hexane, -78 deg C, 15 min

With n-butyllithium; 1,8-diazabicyclo[5.4.0]undec-7-ene; In benzene;

DOI:10.1248/cpb.47.209

Reference yield:

5-methoxy-2-methyl-3-<(1,4,8-trimethoxy-3-methyl-2-naphthyl)methyl>-1,4-naphthoquinone (217174-73-7) → 8-tert-butyldiphenylsilyloxy-4-hydroxy-3-methyl-4-(1,4,8-trimethoxy-3-methyl-2-naphthyl)-2-<(1,4,8-trimethoxy-3-methyl-2-naphthyl)methyl>-1(4H)-naphthalenone (217174-75-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 97.9 percent / MgBr₂*6H₂O / toluene / 12 h / Heating

2: 87.9 percent / 1,8-diazabicyclo<5.4.0>-7-undecane / benzene / 0.75 h / 5 °C

3: 1.) n-BuLi / 1.) THF, hexane, -78 deg C, 30 min, 2.) THF, hexane, -78 deg C, 15 min

With n-butyllithium; 1,8-diazabicyclo[5.4.0]undec-7-ene; magnesium bromide; In toluene; benzene;

DOI:10.1248/cpb.47.209

Reference yield:

1,5-dimethoxy-4-hydroxy-2-methyl-3-<(1,4,8-trimethoxy-3-methyl-2-naphthyl)methyl>naphthalene (217174-80-6) → 8-tert-butyldiphenylsilyloxy-4-hydroxy-3-methyl-4-(1,4,8-trimethoxy-3-methyl-2-naphthyl)-2-<(1,4,8-trimethoxy-3-methyl-2-naphthyl)methyl>-1(4H)-naphthalenone (217174-75-9)

Guidance literature:

Multi-step reaction with 4 steps

1: 99 percent / 10 percent aq. FeCl₃ / acetonitrile / 1 h / Ambient temperature

2: 97.9 percent / MgBr₂*6H₂O / toluene / 12 h / Heating

3: 87.9 percent / 1,8-diazabicyclo<5.4.0>-7-undecane / benzene / 0.75 h / 5 °C

4: 1.) n-BuLi / 1.) THF, hexane, -78 deg C, 30 min, 2.) THF, hexane, -78 deg C, 15 min

With n-butyllithium; iron(III) chloride; 1,8-diazabicyclo[5.4.0]undec-7-ene; magnesium bromide; In toluene; acetonitrile; benzene;

DOI:10.1248/cpb.47.209

upstream raw materials:

3-bromo-1,4,5-trimethoxy-2-methylnaphthalene

5-tert-butyldiphenylsilyloxy-2-methyl-1-<(1,4,8-trimethoxy-3-methyl-2-naphthyl)methyl>1,4-naphthoquinone

5-hydroxynaphtho-1,4-quinone

3-Bromojuglone

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