2-chloro-4-(tetrahydro-2H-pyran-2-yloxy)-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde

Base Information

Chemical Name:2-chloro-4-(tetrahydro-2H-pyran-2-yloxy)-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde
CAS No.:1265359-46-3
Molecular Formula:C₁₈H₂₄BClO₅
Molecular Weight:366.65
Hs Code.:

Synonyms:2-chloro-4-(tetrahydro-2H-pyran-2-yloxy)-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde

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Chemical Property of 2-chloro-4-(tetrahydro-2H-pyran-2-yloxy)-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde

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Technology Process of 2-chloro-4-(tetrahydro-2H-pyran-2-yloxy)-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde

There total 5 articles about 2-chloro-4-(tetrahydro-2H-pyran-2-yloxy)-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde 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: 97.0%

: 1265359-44-1
3-chloro-2-formyl-5-((tetrahydro-2H-pyran-2-yl)oxy)phenyl trifluoromethane sulfonate

: 73183-34-3
bis(pinacol)diborane

: 1265359-46-3
2-chloro-4-(tetrahydro-2H-pyran-2-yloxy)-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde

Guidance literature:: With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; at 80 ℃; for 1h; Inert atmosphere;
DOI:10.1021/acs.jmedchem.7b00631

Reference yield:

: 2-chloro-4,6-dihydroxybenzaldehyde

: 1265359-46-3
2-chloro-4-(tetrahydro-2H-pyran-2-yloxy)-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde

Guidance literature:: Multi-step reaction with 3 steps

1: pyridinium p-toluenesulfonate / dichloromethane / 20 °C

2: pyridine / dichloromethane / 2 h / -10 - 0 °C / Inert atmosphere

3: potassium acetate; palladium bis[bis(diphenylphosphino)ferrocene] dichloride / 1,4-dioxane / 1.67 h / 20 - 80 °C / Inert atmosphere

With pyridine; palladium bis[bis(diphenylphosphino)ferrocene] dichloride; potassium acetate; pyridinium p-toluenesulfonate; In 1,4-dioxane; dichloromethane;

Reference yield:

: 1265359-42-9
2-chloro-6-hydroxy-4-((tetrahydro-2H-pyran-2-yl)oxy)benzaldehyde

: 1265359-46-3
2-chloro-4-(tetrahydro-2H-pyran-2-yloxy)-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde

Guidance literature:: Multi-step reaction with 2 steps

1: pyridine / dichloromethane / 2 h / -10 - 0 °C / Inert atmosphere

2: potassium acetate; palladium bis[bis(diphenylphosphino)ferrocene] dichloride / 1,4-dioxane / 1.67 h / 20 - 80 °C / Inert atmosphere

With pyridine; palladium bis[bis(diphenylphosphino)ferrocene] dichloride; potassium acetate; In 1,4-dioxane; dichloromethane;