[3-({N-[2-(cyclohexylamino)-2-oxo-1-phenylethyl]acetamido}methyl)phenyl]boronic acid

Base Information

Chemical Name:[3-({N-[2-(cyclohexylamino)-2-oxo-1-phenylethyl]acetamido}methyl)phenyl]boronic acid
CAS No.:1544674-00-1
Molecular Formula:C₂₃H₂₉BN₂O₄
Molecular Weight:408.305
Hs Code.:

Synonyms:[3-({N-[2-(cyclohexylamino)-2-oxo-1-phenylethyl]acetamido}methyl)phenyl]boronic acid

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Chemical Property of [3-({N-[2-(cyclohexylamino)-2-oxo-1-phenylethyl]acetamido}methyl)phenyl]boronic acid

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Technology Process of [3-({N-[2-(cyclohexylamino)-2-oxo-1-phenylethyl]acetamido}methyl)phenyl]boronic acid

There total 7 articles about [3-({N-[2-(cyclohexylamino)-2-oxo-1-phenylethyl]acetamido}methyl)phenyl]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: 60.0%

: 1544673-86-0
N-cyclohexyl-2-phenyl-2-{N-[3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl]acetamido}acetamide

: 1544674-00-1
[3-({N-[2-(cyclohexylamino)-2-oxo-1-phenylethyl]acetamido}methyl)phenyl]boronic acid

Guidance literature:: N-cyclohexyl-2-phenyl-2-{N-[3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl]acetamido}acetamide; With potassium hydrogen bifluoride; In methanol; water; at 20 ℃; for 6h;

With silica gel; In water; ethyl acetate; at 20 ℃; for 5h;
DOI:10.3390/molecules181012346

Reference yield:

: 443776-76-9
(3‐(4,4,5,5‐tetramethyl‐1,3,2‐dioxaborolan‐2‐yl)phenyl)methanol

: 1544674-00-1
[3-({N-[2-(cyclohexylamino)-2-oxo-1-phenylethyl]acetamido}methyl)phenyl]boronic acid

Guidance literature:: Multi-step reaction with 5 steps

1.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 3 h / 0 °C / Inert atmosphere

2.1: potassium carbonate / N,N-dimethyl-formamide / 72 h / 20 °C

3.1: hydrazine hydrate / tetrahydrofuran / 12 h / Reflux

4.1: methanol / 2 h / 50 °C / Microwave irradiation

4.2: 2 h / 50 °C / Microwave irradiation

5.1: potassium hydrogen bifluoride / methanol; water / 6 h / 20 °C

5.2: 5 h / 20 °C

With potassium hydrogen bifluoride; potassium carbonate; hydrazine hydrate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.3390/molecules181012346

Reference yield:

: 87199-16-4
3-Formylphenylboronic acid

: 1544674-00-1
[3-({N-[2-(cyclohexylamino)-2-oxo-1-phenylethyl]acetamido}methyl)phenyl]boronic acid

Guidance literature:: Multi-step reaction with 7 steps

1.1: magnesium sulfate / methanol / 6 h / 20 °C

2.1: sodium tetrahydroborate / 5 h / 20 °C

3.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 3 h / 0 °C / Inert atmosphere

4.1: potassium carbonate / N,N-dimethyl-formamide / 72 h / 20 °C

5.1: hydrazine hydrate / tetrahydrofuran / 12 h / Reflux

6.1: methanol / 2 h / 50 °C / Microwave irradiation

6.2: 2 h / 50 °C / Microwave irradiation

7.1: potassium hydrogen bifluoride / methanol; water / 6 h / 20 °C

7.2: 5 h / 20 °C

With sodium tetrahydroborate; potassium hydrogen bifluoride; magnesium sulfate; potassium carbonate; hydrazine hydrate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.3390/molecules181012346