(4-{N-[5-cyclopropyl-2-(4-fluorophenyl)-3-(methylcarbamoyl)-1-benzofuran-6-yl]methanesulfonamido}phenoxymethyl)boronic acid

Base Information

Chemical Name:(4-{N-[5-cyclopropyl-2-(4-fluorophenyl)-3-(methylcarbamoyl)-1-benzofuran-6-yl]methanesulfonamido}phenoxymethyl)boronic acid
CAS No.:1423007-94-6
Molecular Formula:C₂₇H₂₆BFN₂O₇S
Molecular Weight:552.388
Hs Code.:

Synonyms:(4-{N-[5-cyclopropyl-2-(4-fluorophenyl)-3-(methylcarbamoyl)-1-benzofuran-6-yl]methanesulfonamido}phenoxymethyl)boronic acid

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Chemical Property of (4-{N-[5-cyclopropyl-2-(4-fluorophenyl)-3-(methylcarbamoyl)-1-benzofuran-6-yl]methanesulfonamido}phenoxymethyl)boronic acid

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Technology Process of (4-{N-[5-cyclopropyl-2-(4-fluorophenyl)-3-(methylcarbamoyl)-1-benzofuran-6-yl]methanesulfonamido}phenoxymethyl)boronic acid

There total 14 articles about (4-{N-[5-cyclopropyl-2-(4-fluorophenyl)-3-(methylcarbamoyl)-1-benzofuran-6-yl]methanesulfonamido}phenoxymethyl)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: 81.0%

: 1423007-96-8
5-cyclopropyl-2-(4-fluorophenyl)-6-[N-(4-hydroxyphenyl)methanesulfonamido]-N-methyl-1-benzofuran-3-carboxamide

: 166330-03-6
pinacol (bromomethyl)boronate

: 1423007-94-6
(4-{N-[5-cyclopropyl-2-(4-fluorophenyl)-3-(methylcarbamoyl)-1-benzofuran-6-yl]methanesulfonamido}phenoxymethyl)boronic acid

Guidance literature:: With potassium carbonate; In acetonitrile; at 65 ℃; for 2h; Sealed tube;

Reference yield:

: 1423007-95-7
6-{N-[4-(benzyloxy)phenyl]methanesulfonamido}-5-cyclopropyl-2-(4-fluorophenyl)-N-methyl-1-benzofuran-3-carboxamide

: 1423007-94-6
(4-{N-[5-cyclopropyl-2-(4-fluorophenyl)-3-(methylcarbamoyl)-1-benzofuran-6-yl]methanesulfonamido}phenoxymethyl)boronic acid

Guidance literature:: Multi-step reaction with 2 steps

1: 5%-palladium/activated carbon; hydrogen / ethanol; tetrahydrofuran / 3 h / 2068.65 Torr

2: potassium carbonate / acetonitrile / 2 h / 65 °C / Sealed tube

With 5%-palladium/activated carbon; hydrogen; potassium carbonate; In tetrahydrofuran; ethanol; acetonitrile;

Reference yield:

: 106-51-4
p-benzoquinone

: 1423007-94-6
(4-{N-[5-cyclopropyl-2-(4-fluorophenyl)-3-(methylcarbamoyl)-1-benzofuran-6-yl]methanesulfonamido}phenoxymethyl)boronic acid

Guidance literature:: Multi-step reaction with 13 steps

1.1: zinc(II) chloride / methanol; diethyl ether / 7.5 h / 75 - 140 °C / Inert atmosphere

2.1: caesium carbonate / 1-methyl-pyrrolidin-2-one / 20 h / 60 °C

3.1: nitric acid / chloroform / 1 h / -15 - 0 °C

4.1: boron trichloride / dichloromethane / 0.5 h / -15 °C / Inert atmosphere

5.1: triethylamine; dmap / dichloromethane / 0.83 h / 0 °C / Cooling with ice; Inert atmosphere

6.1: potassium fluoride; sodium bromide; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / toluene; water / 18 h / 100 °C / Inert atmosphere

7.1: palladium 10% on activated carbon; hydrogenchloride; hydrogen / water; ethyl acetate / 16 h / 21 °C

8.1: triethylamine / dichloromethane / 2 h / 0 °C

9.1: potassium hydroxide; water / ethanol / 1 h / Reflux

10.1: triethylamine; HATU / dichloromethane / 1 h / 20 °C

10.2: 4 h / Inert atmosphere

11.1: copper diacetate; triethylamine / dichloromethane / 26 h / 20 °C / Molecular sieve

12.1: 5%-palladium/activated carbon; hydrogen / ethanol; tetrahydrofuran / 3 h / 2068.65 Torr

13.1: potassium carbonate / acetonitrile / 2 h / 65 °C / Sealed tube

With hydrogenchloride; dmap; potassium fluoride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; 5%-palladium/activated carbon; palladium 10% on activated carbon; water; hydrogen; nitric acid; copper diacetate; boron trichloride; potassium carbonate; caesium carbonate; triethylamine; HATU; sodium bromide; potassium hydroxide; zinc(II) chloride; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; methanol; diethyl ether; ethanol; dichloromethane; chloroform; water; ethyl acetate; toluene; acetonitrile;