5-(1-t-butyldimethylsilyloxy-3-t-butyldiphenylsilyloxypropyl)-7-methoxybenzofuran

Base Information

• Chemical Name: 5-(1-t-butyldimethylsilyloxy-3-t-butyldiphenylsilyloxypropyl)-7-methoxybenzofuran
• CAS No.: 164414-65-7
• Molecular Formula: C₃₄H₄₆O₄Si₂
• Molecular Weight: 574.908

Synonyms:5-(1-t-butyldimethylsilyloxy-3-t-butyldiphenylsilyloxypropyl)-7-methoxybenzofuran

Chemical Property of 5-(1-t-butyldimethylsilyloxy-3-t-butyldiphenylsilyloxypropyl)-7-methoxybenzofuran

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Technology Process of 5-(1-t-butyldimethylsilyloxy-3-t-butyldiphenylsilyloxypropyl)-7-methoxybenzofuran

There total 3 articles about 5-(1-t-butyldimethylsilyloxy-3-t-butyldiphenylsilyloxypropyl)-7-methoxybenzofuran 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: 94.0%

tert-butyldimethylsilyl chloride (18162-48-6) + 5-(1-hydroxy-3-t-butyldiphenylsilyloxypropyl)-7-methoxybenzofuran (164414-64-6) → 5-(1-t-butyldimethylsilyloxy-3-t-butyldiphenylsilyloxypropyl)-7-methoxybenzofuran (164414-65-7)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide;

Reference yield:

4-bromo-2-formyl-6-methoxyphenylacetic acid (20037-38-1) → 5-(1-t-butyldimethylsilyloxy-3-t-butyldiphenylsilyloxypropyl)-7-methoxybenzofuran (164414-65-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 26 percent / Ac₂O, AcONa, AcOH / 8 h / Heating

2: 1.) n-BuLi / 1.) THF, hexane, -78 deg C, 15 min, 2.) THF, hexane, a) -78 deg C, 1.5 h, b) 0 deg C, 30 min

3: 94 percent / imidazole / dimethylformamide

With 1H-imidazole; n-butyllithium; sodium acetate; acetic anhydride; acetic acid; In N,N-dimethyl-formamide;

Reference yield:

5-bromo-7-methoxybenzofuran (164414-62-4) → 5-(1-t-butyldimethylsilyloxy-3-t-butyldiphenylsilyloxypropyl)-7-methoxybenzofuran (164414-65-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) n-BuLi / 1.) THF, hexane, -78 deg C, 15 min, 2.) THF, hexane, a) -78 deg C, 1.5 h, b) 0 deg C, 30 min

2: 94 percent / imidazole / dimethylformamide

With 1H-imidazole; n-butyllithium; In N,N-dimethyl-formamide;

upstream raw materials:

tert-butyldimethylsilyl chloride

5-(1-hydroxy-3-t-butyldiphenylsilyloxypropyl)-7-methoxybenzofuran

4-bromo-2-formyl-6-methoxyphenylacetic acid

5-bromo-7-methoxybenzofuran

Downstream raw materials:

7-methoxy-2-(3,4-methylenedioxyphenyl)-5-(1-t-butyldimethylsilyloxy-3-t-butyldiphenylsilyloxypropyl)-benzofuran

5-(1,3-dihydroxypropyl)-7-methoxy-2-(3,4-methylenedioxyphenyl)benzofuran

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