[6-(2-benzylamino-pyrimidin-4-yloxy)-1-hydroxy-1,3-dihydro-benzo[c][1,2]oxaborol-3-yl]-acetic acid

Base Information

Chemical Name:[6-(2-benzylamino-pyrimidin-4-yloxy)-1-hydroxy-1,3-dihydro-benzo[c][1,2]oxaborol-3-yl]-acetic acid
CAS No.:1196474-16-4
Molecular Formula:C₂₀H₁₈BN₃O₅
Molecular Weight:391.191
Hs Code.:

Synonyms:[6-(2-benzylamino-pyrimidin-4-yloxy)-1-hydroxy-1,3-dihydro-benzo[c][1,2]oxaborol-3-yl]-acetic acid

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Chemical Property of [6-(2-benzylamino-pyrimidin-4-yloxy)-1-hydroxy-1,3-dihydro-benzo[c][1,2]oxaborol-3-yl]-acetic acid

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Technology Process of [6-(2-benzylamino-pyrimidin-4-yloxy)-1-hydroxy-1,3-dihydro-benzo[c][1,2]oxaborol-3-yl]-acetic acid

There total 6 articles about [6-(2-benzylamino-pyrimidin-4-yloxy)-1-hydroxy-1,3-dihydro-benzo[c][1,2]oxaborol-3-yl]-acetic 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: 47.0%

: 1196475-26-9
[6-(2-benzylamino-pyrimidin-4-yloxy)-1-hydroxy-1,3-dihydro-benzo[c][1,2]oxaborol-3-yl]-acetic acid ethyl ester

: 1196474-16-4
[6-(2-benzylamino-pyrimidin-4-yloxy)-1-hydroxy-1,3-dihydro-benzo[c][1,2]oxaborol-3-yl]-acetic acid

Guidance literature:: [6-(2-benzylamino-pyrimidin-4-yloxy)-1-hydroxy-1,3-dihydro-benzo[c][1,2]oxaborol-3-yl]-acetic acid ethyl ester; With water; lithium hydroxide; In tetrahydrofuran; at 20 ℃; for 1h;

With hydrogenchloride; In tetrahydrofuran; water; pH=2;

Reference yield:

: 1196475-27-0
trifluoro-methanesulfonic acid 2-formyl-5-(tetrahydro-pyran-2-yloxy)-phenyl ester

: 1196474-16-4
[6-(2-benzylamino-pyrimidin-4-yloxy)-1-hydroxy-1,3-dihydro-benzo[c][1,2]oxaborol-3-yl]-acetic acid

Guidance literature:: Multi-step reaction with 5 steps

1.1: potassium acetate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 2 h / 90 °C / Inert atmosphere

2.1: chloro-trimethyl-silane; zinc / tetrahydrofuran / 20 - 40 °C

2.2: 0.17 h / 0 °C

2.3: 0 °C

3.1: caesium carbonate / N,N-dimethyl-formamide / 0 - 20 °C

4.1: 1.5 h / 20 °C

5.1: water; lithium hydroxide / tetrahydrofuran / 1 h / 20 °C

5.2: pH 2

With chloro-trimethyl-silane; water; potassium acetate; caesium carbonate; lithium hydroxide; zinc; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In tetrahydrofuran; 1,4-dioxane; N,N-dimethyl-formamide;

Reference yield:

: 95-01-2
2,4-Dihydroxybenzaldehyde

: 1196474-16-4
[6-(2-benzylamino-pyrimidin-4-yloxy)-1-hydroxy-1,3-dihydro-benzo[c][1,2]oxaborol-3-yl]-acetic acid

Guidance literature:: Multi-step reaction with 7 steps

1.1: pyridinium p-toluenesulfonate / dichloromethane / 18 h / 20 °C

2.1: triethylamine / dichloromethane / 0.5 h / -78 °C

3.1: potassium acetate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 2 h / 90 °C / Inert atmosphere

4.1: chloro-trimethyl-silane; zinc / tetrahydrofuran / 20 - 40 °C

4.2: 0.17 h / 0 °C

4.3: 0 °C

5.1: caesium carbonate / N,N-dimethyl-formamide / 0 - 20 °C

6.1: 1.5 h / 20 °C

7.1: water; lithium hydroxide / tetrahydrofuran / 1 h / 20 °C

7.2: pH 2

With chloro-trimethyl-silane; water; potassium acetate; pyridinium p-toluenesulfonate; caesium carbonate; triethylamine; lithium hydroxide; zinc; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In tetrahydrofuran; 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide;