3-[4-methoxymethoxy-3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)phenyl]acrylic acid ethyl-2-trimethylsilylethyl ester

Base Information

Chemical Name:3-[4-methoxymethoxy-3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)phenyl]acrylic acid ethyl-2-trimethylsilylethyl ester
CAS No.:1393603-36-5
Molecular Formula:C₂₂H₃₅BO₆Si
Molecular Weight:434.413
Hs Code.:

Synonyms:3-[4-methoxymethoxy-3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)phenyl]acrylic acid ethyl-2-trimethylsilylethyl ester

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Chemical Property of 3-[4-methoxymethoxy-3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)phenyl]acrylic acid ethyl-2-trimethylsilylethyl ester

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Technology Process of 3-[4-methoxymethoxy-3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)phenyl]acrylic acid ethyl-2-trimethylsilylethyl ester

There total 5 articles about 3-[4-methoxymethoxy-3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)phenyl]acrylic acid ethyl-2-trimethylsilylethyl ester 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: 65.0%

: 1393603-35-4
3-(3-iodo-4-methoxymethoxy-phenyl)-Z-acrylic acid 2-trimethylsilylethyl ester

: 73183-34-3
bis(pinacol)diborane

: 1393603-36-5
3-[4-methoxymethoxy-3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)phenyl]acrylic acid ethyl-2-trimethylsilylethyl ester

Guidance literature:: With potassium acetate; palladium diacetate; In N,N-dimethyl-formamide; at 55 ℃; for 20h; Inert atmosphere;
DOI:10.1039/c2ob25880c

Reference yield:

: 60032-63-5
4-hydroxy-3-iodo-benzaldehyde

: 1393603-36-5
3-[4-methoxymethoxy-3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)phenyl]acrylic acid ethyl-2-trimethylsilylethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 16 h / 20 °C / Cooling with ice

2.1: 18-crown-6 ether; potassium hexamethylsilazane / tetrahydrofuran; toluene / 0.17 h / -78 °C / Inert atmosphere

2.2: -78 - 0 °C / Inert atmosphere

3.1: potassium acetate; palladium diacetate / N,N-dimethyl-formamide / 20 h / 55 °C / Inert atmosphere

With 18-crown-6 ether; potassium acetate; palladium diacetate; potassium hexamethylsilazane; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1039/c2ob25880c

Reference yield:

: 2916-68-9
2-(Trimethylsilyl)ethanol

: 1393603-36-5
3-[4-methoxymethoxy-3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)phenyl]acrylic acid ethyl-2-trimethylsilylethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: triethylamine / dichloromethane / 2.67 h / 0 - 20 °C

2.1: triethylamine / dichloromethane / 16.25 h / 0 - 20 °C

3.1: 18-crown-6 ether; potassium hexamethylsilazane / tetrahydrofuran; toluene / 0.17 h / -78 °C / Inert atmosphere

3.2: -78 - 0 °C / Inert atmosphere

4.1: potassium acetate; palladium diacetate / N,N-dimethyl-formamide / 20 h / 55 °C / Inert atmosphere

With 18-crown-6 ether; potassium acetate; palladium diacetate; potassium hexamethylsilazane; triethylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1039/c2ob25880c