1-(4-bromobenzoyl)-5-{4-[2-(trimethylsilyl)ethynyl]phenyl}-9-(4-iodobenzoyl)dipyrromethane

Base Information

• Chemical Name: 1-(4-bromobenzoyl)-5-{4-[2-(trimethylsilyl)ethynyl]phenyl}-9-(4-iodobenzoyl)dipyrromethane
• CAS No.: 307931-00-6
• Molecular Formula: C₃₄H₂₈BrIN₂O₂Si
• Molecular Weight: 731.503

Synonyms:1-(4-bromobenzoyl)-5-{4-[2-(trimethylsilyl)ethynyl]phenyl}-9-(4-iodobenzoyl)dipyrromethane

Chemical Property of 1-(4-bromobenzoyl)-5-{4-[2-(trimethylsilyl)ethynyl]phenyl}-9-(4-iodobenzoyl)dipyrromethane

Chemical Property:

Purity/Quality:

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Technology Process of 1-(4-bromobenzoyl)-5-{4-[2-(trimethylsilyl)ethynyl]phenyl}-9-(4-iodobenzoyl)dipyrromethane

There total 2 articles about 1-(4-bromobenzoyl)-5-{4-[2-(trimethylsilyl)ethynyl]phenyl}-9-(4-iodobenzoyl)dipyrromethane 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:

4-chlorobenzoyl chloride (586-75-4) → 1-(4-bromobenzoyl)-5-{4-[2-(trimethylsilyl)ethynyl]phenyl}-9-(4-iodobenzoyl)dipyrromethane (307931-00-6)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 77 percent / CH₂Cl₂

2.1: EtMgBr / tetrahydrofuran / 0.17 h / 20 °C

2.2: 77 percent / tetrahydrofuran / 0.5 h

3.1: EtMgBr / toluene; tetrahydrofuran / 0.08 h / 20 °C

3.2: 69 percent / toluene / 20 °C

With ethylmagnesium bromide; In tetrahydrofuran; dichloromethane; toluene; 1.1: Acylation / 2.1: Metallation / 2.2: Acylation / 3.1: Metallation / 3.2: Acylation;

DOI:10.1021/jo000882k

Reference yield:

S-(2-pyridyl) 4-bromothiobenzoate (307930-87-6) → 1-(4-bromobenzoyl)-5-{4-[2-(trimethylsilyl)ethynyl]phenyl}-9-(4-iodobenzoyl)dipyrromethane (307931-00-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: EtMgBr / tetrahydrofuran / 0.17 h / 20 °C

1.2: 77 percent / tetrahydrofuran / 0.5 h

2.1: EtMgBr / toluene; tetrahydrofuran / 0.08 h / 20 °C

2.2: 69 percent / toluene / 20 °C

With ethylmagnesium bromide; In tetrahydrofuran; toluene; 1.1: Metallation / 1.2: Acylation / 2.1: Metallation / 2.2: Acylation;

DOI:10.1021/jo000882k

Reference yield:

1-(4-bromobenzoyl)-5-{4-[2-(trimethylsilyl)ethynyl]phenyl}-9-(4-iodobenzoyl)dipyrromethane (307931-00-6) → {5-[{5-[(4-bromo-phenyl)-hydroxy-methyl]-1H-pyrrol-2-yl}-(4-trimethylsilanylethynyl-phenyl)-methyl]-1H-pyrrol-2-yl}-(4-iodo-phenyl)-methanol (1026949-05-2)

Guidance literature:

With sodium tetrahydroborate; In tetrahydrofuran; methanol; at 20 ℃; for 0.666667h;

DOI:10.1021/jo000882k

upstream raw materials:

4-chlorobenzoyl chloride

S-(2-pyridyl) 4-bromothiobenzoate

Downstream raw materials:

{5-[{5-[(4-bromo-phenyl)-hydroxy-methyl]-1H-pyrrol-2-yl}-(4-trimethylsilanylethynyl-phenyl)-methyl]-1H-pyrrol-2-yl}-(4-iodo-phenyl)-methanol

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