ethyl cis-4-{[5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-yl]oxy}cyclohexanecarboxylate

Base Information

Chemical Name:ethyl cis-4-{[5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-yl]oxy}cyclohexanecarboxylate
CAS No.:1438249-50-3
Molecular Formula:C₂₀H₃₀BNO₅
Molecular Weight:375.273
Hs Code.:

Synonyms:ethyl cis-4-{[5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-yl]oxy}cyclohexanecarboxylate

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Chemical Property of ethyl cis-4-{[5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-yl]oxy}cyclohexanecarboxylate

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Technology Process of ethyl cis-4-{[5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-yl]oxy}cyclohexanecarboxylate

There total 3 articles about ethyl cis-4-{[5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-yl]oxy}cyclohexanecarboxylate 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: 74.0%

: 1438249-48-9
ethyl cis-4-[(5-bromopyridin-2-yl)oxy]cyclohexanecarboxylate

: 73183-34-3
bis(pinacol)diborane

: 1438249-50-3
ethyl cis-4-{[5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-yl]oxy}cyclohexanecarboxylate

Guidance literature:: With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; In 1,4-dioxane; at 80 ℃; Inert atmosphere;
DOI:10.1021/ml400168h

Reference yield:

: 13466-38-1
5-bromopyridin-2-ol

: 1438249-50-3
ethyl cis-4-{[5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-yl]oxy}cyclohexanecarboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 40 h / 20 - 55 °C / Inert atmosphere

2: potassium acetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 80 °C / Inert atmosphere

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; di-isopropyl azodicarboxylate; potassium acetate; triphenylphosphine; In tetrahydrofuran; 1,4-dioxane; 1: |Mitsunobu Displacement;
DOI:10.1021/ml400168h

Reference yield:

: 3618-04-0,75877-66-6,17159-80-7
4-hydroxycyclohexyl carboxylic acid ethyl ester

: 1438249-50-3
ethyl cis-4-{[5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-yl]oxy}cyclohexanecarboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 40 h / 20 - 55 °C / Inert atmosphere

2: potassium acetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 80 °C / Inert atmosphere

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; di-isopropyl azodicarboxylate; potassium acetate; triphenylphosphine; In tetrahydrofuran; 1,4-dioxane; 1: |Mitsunobu Displacement;
DOI:10.1021/ml400168h