3-fluoro-N,N-diethyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-benzenesulfonamide

Base Information

• Chemical Name: 3-fluoro-N,N-diethyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-benzenesulfonamide
• CAS No.: 1312206-65-7
• Molecular Formula: C₁₆H₂₅BFNO₄S
• Molecular Weight: 357.254

Synonyms:3-fluoro-N,N-diethyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-benzenesulfonamide

Chemical Property of 3-fluoro-N,N-diethyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-benzenesulfonamide

Chemical Property:

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Technology Process of 3-fluoro-N,N-diethyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-benzenesulfonamide

There total 3 articles about 3-fluoro-N,N-diethyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-benzenesulfonamide 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%

N,N-diethyl-3-fluorobenzenesulfonamide (1228432-22-1) + 2-methoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (1195-66-0) → 3-fluoro-N,N-diethyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-benzenesulfonamide (1312206-65-7)

Guidance literature:

N,N-diethyl-3-fluorobenzenesulfonamide; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 1h; Inert atmosphere;

2-methoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane; In tetrahydrofuran; hexane; at -78 - 20 ℃; Inert atmosphere;

DOI:10.1021/ol201175g

Reference yield:

2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (61676-62-8) + N,N-diethyl-3-fluorobenzenesulfonamide (1228432-22-1) → 3-fluoro-N,N-diethyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-benzenesulfonamide (1312206-65-7)

Guidance literature:

N,N-diethyl-3-fluorobenzenesulfonamide; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 1h; Inert atmosphere;

2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane; In tetrahydrofuran; hexane; at -78 - 20 ℃; Inert atmosphere;

DOI:10.1021/ol201175g

Reference yield:

3-fluorobenzene-1-sulfonyl chloride (701-27-9) → 3-fluoro-N,N-diethyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-benzenesulfonamide (1312206-65-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: dichloromethane / 0 - 20 °C / Inert atmosphere

2.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 °C / Inert atmosphere

2.2: -78 - 20 °C / Inert atmosphere

With n-butyllithium; In tetrahydrofuran; hexane; dichloromethane;

DOI:10.1021/ol201175g

upstream raw materials:

2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

N,N-diethyl-3-fluorobenzenesulfonamide

2-methoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

3-fluorobenzene-1-sulfonyl chloride

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