4,4,5,5-tetramethyl-2-(3-methylbenzo[b]thiophen-2-yl)-1,3,2-dioxaborolane

Base Information

• Chemical Name: 4,4,5,5-tetramethyl-2-(3-methylbenzo[b]thiophen-2-yl)-1,3,2-dioxaborolane
• CAS No.: 1072811-91-6
• Molecular Formula: C₁₅H₁₉BO₂S
• Molecular Weight: 274.192

Synonyms:4,4,5,5-tetramethyl-2-(3-methylbenzo[b]thiophen-2-yl)-1,3,2-dioxaborolane

Chemical Property of 4,4,5,5-tetramethyl-2-(3-methylbenzo[b]thiophen-2-yl)-1,3,2-dioxaborolane

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

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Technology Process of 4,4,5,5-tetramethyl-2-(3-methylbenzo[b]thiophen-2-yl)-1,3,2-dioxaborolane

There total 3 articles about 4,4,5,5-tetramethyl-2-(3-methylbenzo[b]thiophen-2-yl)-1,3,2-dioxaborolane 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:

C21H30BO3S(1-)*Li(1+) → 3-methylbenzothiophene (1455-18-1) + 4,4,5,5-tetramethyl-2-(3-methylbenzo[b]thiophen-2-yl)-1,3,2-dioxaborolane (1072811-91-6) + 2-cyclohexyl-3-methylbenzo[b]thiophene

Guidance literature:

With trifluoromethylsulfonic anhydride; In acetone; at -78 ℃; for 1.5h; Solvent; Schlenk technique; Inert atmosphere;

DOI:10.1002/anie.202112180

Reference yield:

3-Methylbenzothiophene sulfoxide (51500-43-7) → 3-methylbenzothiophene (1455-18-1) + 4,4,5,5-tetramethyl-2-(3-methylbenzo[b]thiophen-2-yl)-1,3,2-dioxaborolane (1072811-91-6) + 2-cyclohexyl-3-methylbenzo[b]thiophene

Guidance literature:

Multi-step reaction with 2 steps

1.1: diisopropylamine / tetrahydrofuran; hexane / 0.58 h / -78 - 0 °C / Schlenk technique; Inert atmosphere

1.2: 0.17 h / -78 °C / Schlenk technique; Inert atmosphere

1.3: 0.75 h / -78 °C / Schlenk technique; Inert atmosphere

2.1: trifluoromethylsulfonic anhydride / acetone / 1.5 h / -78 °C / Schlenk technique; Inert atmosphere

With trifluoromethylsulfonic anhydride; diisopropylamine; In tetrahydrofuran; hexane; acetone;

DOI:10.1002/anie.202112180

Reference yield:

3-methylbenzothiophene (1455-18-1) → 4,4,5,5-tetramethyl-2-(3-methylbenzo[b]thiophen-2-yl)-1,3,2-dioxaborolane (1072811-91-6) + 2-cyclohexyl-3-methylbenzo[b]thiophene

Guidance literature:

Multi-step reaction with 3 steps

1.1: dihydrogen peroxide; trifluoroacetic acid / dichloromethane; water / 1 h / 0 - 20 °C

2.1: diisopropylamine / tetrahydrofuran; hexane / 0.58 h / -78 - 0 °C / Schlenk technique; Inert atmosphere

2.2: 0.17 h / -78 °C / Schlenk technique; Inert atmosphere

2.3: 0.75 h / -78 °C / Schlenk technique; Inert atmosphere

3.1: trifluoromethylsulfonic anhydride / acetone / 1.5 h / -78 °C / Schlenk technique; Inert atmosphere

With trifluoromethylsulfonic anhydride; dihydrogen peroxide; diisopropylamine; trifluoroacetic acid; In tetrahydrofuran; hexane; dichloromethane; water; acetone;

DOI:10.1002/anie.202112180

upstream raw materials:

3-methylbenzothiophene

3-Methylbenzothiophene sulfoxide

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