N₁,N₃-dimethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzene-1,3-dicarboxamide

Base Information

• Chemical Name: N₁,N₃-dimethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzene-1,3-dicarboxamide
• CAS No.: 1373346-86-1
• Molecular Formula: C₁₆H₂₃BN₂O₄
• Molecular Weight: 318.181

Synonyms:N₁,N₃-dimethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzene-1,3-dicarboxamide

Chemical Property of N₁,N₃-dimethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzene-1,3-dicarboxamide

Chemical Property:

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Technology Process of N₁,N₃-dimethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzene-1,3-dicarboxamide

There total 2 articles about N₁,N₃-dimethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzene-1,3-dicarboxamide 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: 35.0%

5-bromo-N1,N3-dimethylbenzene-1,3-dicarboxamide (1393439-88-7) + bis(pinacol)diborane (73183-34-3) → N1,N3-dimethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzene-1,3-dicarboxamide (1373346-86-1)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; In dimethyl sulfoxide; at 80 ℃; for 5h; Inert atmosphere;

DOI:10.1021/jm300165m

Reference yield:

dimethyl 5-bromoisophthalate (51760-21-5) → N1,N3-dimethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzene-1,3-dicarboxamide (1373346-86-1)

Guidance literature:

Multi-step reaction with 2 steps

1: ethanol / 6 h / 20 °C

2: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate / dimethyl sulfoxide / 5 h / 80 °C / Inert atmosphere

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; In ethanol; dimethyl sulfoxide;

DOI:10.1021/jm300165m

Reference yield:

N1,N3-dimethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzene-1,3-dicarboxamide (1373346-86-1) + 4-bromo-2-(trifluoromethyl)phenyl 2,3,4,6-tetra-O-acetyl-α-D-mannopyranoside (1373347-10-4) → C31H33F3N2O12

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; caesium carbonate; In 1,4-dioxane; water; at 80 ℃; for 1h; Inert atmosphere;

DOI:10.1021/jm300165m

upstream raw materials:

5-bromo-N₁,N₃-dimethylbenzene-1,3-dicarboxamide

bis(pinacol)diborane

dimethyl 5-bromoisophthalate

Downstream raw materials:

4'-(α-D-mannopyranosyloxy)-N,N'-dimethyl-3'-(trifluoromethyl)biphenyl-3,5-dicarboxamide

4'-(α-D-mannopyranosyloxy)-N,N',3'-trimethylbiphenyl-3,5-dicarboxamide

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