4,4,5,5-tetramethyl-2-(2,3,4-trimethoxy-6-triethylsilanyloxymethyl-phenyl)-[1,3,2]dioxaborolane

Base Information

• Chemical Name: 4,4,5,5-tetramethyl-2-(2,3,4-trimethoxy-6-triethylsilanyloxymethyl-phenyl)-[1,3,2]dioxaborolane
• CAS No.: 638164-11-1
• Molecular Formula: C₂₂H₃₉BO₆Si
• Molecular Weight: 438.445

Synonyms:4,4,5,5-tetramethyl-2-(2,3,4-trimethoxy-6-triethylsilanyloxymethyl-phenyl)-[1,3,2]dioxaborolane

Chemical Property of 4,4,5,5-tetramethyl-2-(2,3,4-trimethoxy-6-triethylsilanyloxymethyl-phenyl)-[1,3,2]dioxaborolane

Chemical Property:

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Technology Process of 4,4,5,5-tetramethyl-2-(2,3,4-trimethoxy-6-triethylsilanyloxymethyl-phenyl)-[1,3,2]dioxaborolane

There total 3 articles about 4,4,5,5-tetramethyl-2-(2,3,4-trimethoxy-6-triethylsilanyloxymethyl-phenyl)-[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: 79.0%

4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane (25015-63-8) + 1-iodo-6-triethylsilyloxymethyl-2,3,4-trimethoxybenzene (638164-08-6) → 4,4,5,5-tetramethyl-2-(2,3,4-trimethoxy-6-triethylsilanyloxymethyl-phenyl)-[1,3,2]dioxaborolane (638164-11-1)

Guidance literature:

With triethylamine; CyJohnPhos; palladium diacetate; In 1,4-dioxane; at 80 ℃; for 0.5h;

DOI:10.1055/s-2003-42039

Reference yield:

2-iodo-3,4,5-trimethoxybenzyl alcohol (64490-45-5) → 4,4,5,5-tetramethyl-2-(2,3,4-trimethoxy-6-triethylsilanyloxymethyl-phenyl)-[1,3,2]dioxaborolane (638164-11-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 98 percent / 2,6-lutidine / CH₂Cl₂ / 0.5 h / 0 - 25 °C

2: 79 percent / Et₃N; 2-(dicyclohexylphosphino)biphenyl / Pd(OAc)2 / dioxane / 0.5 h / 80 °C

With 2,6-dimethylpyridine; triethylamine; CyJohnPhos; palladium diacetate; In 1,4-dioxane; dichloromethane;

DOI:10.1055/s-2003-42039

Reference yield:

triethylsilyl trifluoromethyl sulfonate (79271-56-0) → 4,4,5,5-tetramethyl-2-(2,3,4-trimethoxy-6-triethylsilanyloxymethyl-phenyl)-[1,3,2]dioxaborolane (638164-11-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 98 percent / 2,6-lutidine / CH₂Cl₂ / 0.5 h / 0 - 25 °C

2: 79 percent / Et₃N; 2-(dicyclohexylphosphino)biphenyl / Pd(OAc)2 / dioxane / 0.5 h / 80 °C

With 2,6-dimethylpyridine; triethylamine; CyJohnPhos; palladium diacetate; In 1,4-dioxane; dichloromethane;

DOI:10.1055/s-2003-42039

upstream raw materials:

4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane

1-iodo-6-triethylsilyloxymethyl-2,3,4-trimethoxybenzene

2-iodo-3,4,5-trimethoxybenzyl alcohol

triethylsilyl trifluoromethyl sulfonate

Downstream raw materials:

(S)-(-)-α-ethyl-3,4-methylenedioxybenzyl alcohol

(S)-1-[3,4-(methylenedioxy)phenyl]-1-ethanol

(R)-1-(benzo[d][1,3]dioxol-5-yl)ethan-1-ol

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