[5-(tert-Butyldimethylsilyloxy)-2-(tetrahydropyran-2-yloxy)]boronic acid

Base Information

Chemical Name:[5-(tert-Butyldimethylsilyloxy)-2-(tetrahydropyran-2-yloxy)]boronic acid
CAS No.:299917-47-8
Molecular Formula:C₁₇H₂₉BO₅Si
Molecular Weight:352.311
Hs Code.:

Synonyms:[5-(tert-Butyldimethylsilyloxy)-2-(tetrahydropyran-2-yloxy)]boronic acid

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Chemical Property of [5-(tert-Butyldimethylsilyloxy)-2-(tetrahydropyran-2-yloxy)]boronic acid

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Technology Process of [5-(tert-Butyldimethylsilyloxy)-2-(tetrahydropyran-2-yloxy)]boronic acid

There total 6 articles about [5-(tert-Butyldimethylsilyloxy)-2-(tetrahydropyran-2-yloxy)]boronic acid 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:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 299917-47-8
[5-(tert-Butyldimethylsilyloxy)-2-(tetrahydropyran-2-yloxy)]boronic acid

Guidance literature:: Multi-step reaction with 4 steps

1.1: 64 percent / imidazole / dimethylformamide / 17 h / 20 °C

2.1: 93 percent / PPTS / CH₂Cl₂ / 4.5 h / 20 °C

3.1: nBuLi / tetrahydrofuran; hexane / 0.75 h / -78 - 20 °C

3.2: tetrahydrofuran; hexane / 2 h / 20 °C

4.1: 600 mg / H₂O / tetrahydrofuran; hexane

With 1H-imidazole; n-butyllithium; water; pyridinium p-toluenesulfonate; In tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide; 1.1: Etherification / 2.1: Addition / 3.1: Metallation / 3.2: Substitution / 4.1: Hydrolysis;
DOI:10.1002/1521-3765(20000804)6:15<2874::AID-CHEM2874>3.0.CO;2-1

Reference yield:

: 108534-47-0
4-(tert-butyldimethylsilyloxy)phenol

: 299917-47-8
[5-(tert-Butyldimethylsilyloxy)-2-(tetrahydropyran-2-yloxy)]boronic acid

Guidance literature:: Multi-step reaction with 3 steps

1.1: 93 percent / PPTS / CH₂Cl₂ / 4.5 h / 20 °C

2.1: nBuLi / tetrahydrofuran; hexane / 0.75 h / -78 - 20 °C

2.2: tetrahydrofuran; hexane / 2 h / 20 °C

3.1: 600 mg / H₂O / tetrahydrofuran; hexane

With n-butyllithium; water; pyridinium p-toluenesulfonate; In tetrahydrofuran; hexane; dichloromethane; 1.1: Addition / 2.1: Metallation / 2.2: Substitution / 3.1: Hydrolysis;
DOI:10.1002/1521-3765(20000804)6:15<2874::AID-CHEM2874>3.0.CO;2-1

Reference yield:

: 299917-33-2
[3-Bromo-4-(tetrahydropyran-2-yloxy)phenoxy]-tert-butyldimethylsilane

: 299917-47-8
[5-(tert-Butyldimethylsilyloxy)-2-(tetrahydropyran-2-yloxy)]boronic acid

Guidance literature:: Multi-step reaction with 3 steps

1.1: nBuLi / tetrahydrofuran; hexane / 1 h / -78 °C

1.2: 6 percent / tetrahydrofuran; hexane / -78 - 20 °C

2.1: nBuLi / tetrahydrofuran; hexane / 0.75 h / -78 - 20 °C

2.2: tetrahydrofuran; hexane / 2 h / 20 °C

3.1: 600 mg / H₂O / tetrahydrofuran; hexane

With n-butyllithium; water; In tetrahydrofuran; hexane; 1.1: Metallation / 1.2: Substitution / 2.1: Metallation / 2.2: Substitution / 3.1: Hydrolysis;
DOI:10.1002/1521-3765(20000804)6:15<2874::AID-CHEM2874>3.0.CO;2-1