t-butyldiphenylsilyl 7-t-butyldiphenylsilyloxy-2-bromomethylbenzofuran-6-carboxylate

Base Information

• Chemical Name: t-butyldiphenylsilyl 7-t-butyldiphenylsilyloxy-2-bromomethylbenzofuran-6-carboxylate
• CAS No.: 711007-07-7
• Molecular Formula: C₄₂H₄₃BrO₄Si₂
• Molecular Weight: 747.876

Synonyms:t-butyldiphenylsilyl 7-t-butyldiphenylsilyloxy-2-bromomethylbenzofuran-6-carboxylate

Chemical Property of t-butyldiphenylsilyl 7-t-butyldiphenylsilyloxy-2-bromomethylbenzofuran-6-carboxylate

Chemical Property:

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Technology Process of t-butyldiphenylsilyl 7-t-butyldiphenylsilyloxy-2-bromomethylbenzofuran-6-carboxylate

There total 5 articles about t-butyldiphenylsilyl 7-t-butyldiphenylsilyloxy-2-bromomethylbenzofuran-6-carboxylate 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: 91.0%

t-butyldiphenylsilyl 7-t-butyldiphenylsilyloxy-2-methylbenzofuran-6-carboxylate (711007-06-6) → t-butyldiphenylsilyl 7-t-butyldiphenylsilyloxy-2-bromomethylbenzofuran-6-carboxylate (711007-07-7)

Guidance literature:

With N-Bromosuccinimide; dibenzoyl peroxide; In benzene; for 2h; Heating;

DOI:10.1016/j.farmac.2003.08.001

Reference yield:

7-methoxy-2-methylbenzo[b]furan (29025-30-7) → t-butyldiphenylsilyl 7-t-butyldiphenylsilyloxy-2-bromomethylbenzofuran-6-carboxylate (711007-07-7)

Guidance literature:

Multi-step reaction with 4 steps

1: 86 percent / pyridine hydrochloride / 2 h / 210 °C

2: 54 percent / K₂CO₃ / 6 h / 285 °C / 11400 Torr

3: 72 percent / imidazole / dimethylformamide / 24 h / 20 °C

4: 91 percent / NBS; benzoyl peroxide / benzene / 2 h / Heating

With 1H-imidazole; N-Bromosuccinimide; pyridine hydrochloride; potassium carbonate; dibenzoyl peroxide; In N,N-dimethyl-formamide; benzene;

DOI:10.1016/j.farmac.2003.08.001

Reference yield:

6-allylguaicol (579-60-2) → t-butyldiphenylsilyl 7-t-butyldiphenylsilyloxy-2-bromomethylbenzofuran-6-carboxylate (711007-07-7)

Guidance literature:

Multi-step reaction with 5 steps

1.1: I₂ / acetonitrile / 27 h / 20 °C

1.2: 57 percent / DBU / acetonitrile; CH₂Cl₂ / 20 h / 20 °C

2.1: 86 percent / pyridine hydrochloride / 2 h / 210 °C

3.1: 54 percent / K₂CO₃ / 6 h / 285 °C / 11400 Torr

4.1: 72 percent / imidazole / dimethylformamide / 24 h / 20 °C

5.1: 91 percent / NBS; benzoyl peroxide / benzene / 2 h / Heating

With 1H-imidazole; N-Bromosuccinimide; iodine; pyridine hydrochloride; potassium carbonate; dibenzoyl peroxide; In N,N-dimethyl-formamide; acetonitrile; benzene;

DOI:10.1016/j.farmac.2003.08.001

upstream raw materials:

t-butyldiphenylsilyl 7-t-butyldiphenylsilyloxy-2-methylbenzofuran-6-carboxylate

7-methoxy-2-methylbenzo[b]furan

6-allylguaicol

7-hydroxy-2-methylbenzofuran

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