5-cyclopropyl-2-(4-fluorophenyl)-N-methyl-6-((methylsulfonyl){(2R)-3-[(phenylmethyl)oxy]-2-[(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)methyl]propyl}amino)-1-benzofuran-3-carboxamide

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Chemical Name:5-cyclopropyl-2-(4-fluorophenyl)-N-methyl-6-((methylsulfonyl){(2R)-3-[(phenylmethyl)oxy]-2-[(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)methyl]propyl}amino)-1-benzofuran-3-carboxamide
CAS No.:1378433-27-2
Molecular Formula:C₃₇H₄₄BFN₂O₇S
Molecular Weight:690.641
Hs Code.:

5-cyclopropyl-2-(4-fluorophenyl)-N-methyl-6-((methylsulfonyl){(2R)-3-[(phenylmethyl)oxy]-2-[(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)methyl]propyl}amino)-1-benzofuran-3-carboxamide

Synonyms:5-cyclopropyl-2-(4-fluorophenyl)-N-methyl-6-((methylsulfonyl){(2R)-3-[(phenylmethyl)oxy]-2-[(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)methyl]propyl}amino)-1-benzofuran-3-carboxamide

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Chemical Property of 5-cyclopropyl-2-(4-fluorophenyl)-N-methyl-6-((methylsulfonyl){(2R)-3-[(phenylmethyl)oxy]-2-[(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)methyl]propyl}amino)-1-benzofuran-3-carboxamide

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Technology Process of 5-cyclopropyl-2-(4-fluorophenyl)-N-methyl-6-((methylsulfonyl){(2R)-3-[(phenylmethyl)oxy]-2-[(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)methyl]propyl}amino)-1-benzofuran-3-carboxamide

There total 4 articles about 5-cyclopropyl-2-(4-fluorophenyl)-N-methyl-6-((methylsulfonyl){(2R)-3-[(phenylmethyl)oxy]-2-[(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)methyl]propyl}amino)-1-benzofuran-3-carboxamide 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: 78.0%

: 691856-35-6
5-cyclopropyl-2-(4-fluorophenyl)-N-methyl-6-(methylsulfonamido)benzofuran-3-carboxamide

: 1378433-26-1
(R)-3-(benzyloxy)-2-((4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)methyl)propan-1-ol

: 1378433-27-2
5-cyclopropyl-2-(4-fluorophenyl)-N-methyl-6-((methylsulfonyl){(2R)-3-[(phenylmethyl)oxy]-2-[(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)methyl]propyl}amino)-1-benzofuran-3-carboxamide

Guidance literature:: With di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; at 0 - 20 ℃; for 16h; stereoselective reaction;
DOI:10.1021/jm400317w

Reference yield:

: 73183-34-3
bis(pinacol)diborane

: 1378433-27-2
5-cyclopropyl-2-(4-fluorophenyl)-N-methyl-6-((methylsulfonyl){(2R)-3-[(phenylmethyl)oxy]-2-[(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)methyl]propyl}amino)-1-benzofuran-3-carboxamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: copper(l) chloride; sodium t-butanolate; bis[2-(diphenylphosphino)phenyl] ether / tetrahydrofuran / 0.75 h / 0 °C

1.2: 3 h / 20 °C

2.1: titanium tetrachloride / dichloromethane / 0.17 h / 0 °C

2.2: 2 h / 0 - 20 °C

3.1: lithium borohydride / tetrahydrofuran; methanol / 0 - 20 °C / Inert atmosphere

4.1: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 16 h / 0 - 20 °C

With lithium borohydride; di-isopropyl azodicarboxylate; titanium tetrachloride; triphenylphosphine; bis[2-(diphenylphosphino)phenyl] ether; copper(l) chloride; sodium t-butanolate; In tetrahydrofuran; methanol; dichloromethane; 4.1: |Mitsunobu Displacement;
DOI:10.1021/jm400317w

Reference yield:

: 1440415-08-6
(4R,5S)-3-((S)-3-(benzyloxy)-2-((4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)methyl)propanoyl)-4-methyl-5-phenyloxazolidin-2-one

: 1378433-27-2
5-cyclopropyl-2-(4-fluorophenyl)-N-methyl-6-((methylsulfonyl){(2R)-3-[(phenylmethyl)oxy]-2-[(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)methyl]propyl}amino)-1-benzofuran-3-carboxamide

Guidance literature:: Multi-step reaction with 2 steps

1: lithium borohydride / tetrahydrofuran; methanol / 0 - 20 °C / Inert atmosphere

2: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 16 h / 0 - 20 °C

With lithium borohydride; di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; methanol; 2: |Mitsunobu Displacement;
DOI:10.1021/jm400317w