TERT-BUTYL5-FLUORO-2-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)PHENYLCARBAMATE

Base Information

• Chemical Name: TERT-BUTYL5-FLUORO-2-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)PHENYLCARBAMATE
• CAS No.: 1186637-38-6
• Molecular Formula: C₁₇H₂₅BFNO₄
• Molecular Weight: 337.199
• Mol file: 1186637-38-6.mol

Synonyms:tert-butyl 5-fluoro-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenylcarbamate

Chemical Property of TERT-BUTYL5-FLUORO-2-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)PHENYLCARBAMATE

Chemical Property:

• Storage Temp.: 2-8°C

Purity/Quality:

≥99% ^*data from raw suppliers

tert-Butyl5-Fluoro-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenylcarbamate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of TERT-BUTYL5-FLUORO-2-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)PHENYLCARBAMATE

There total 4 articles about TERT-BUTYL5-FLUORO-2-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)PHENYLCARBAMATE 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:

tert-butyl N-(2-bromo-5-fluorophenyl)carbamate (861931-75-1) + bis(pinacol)diborane (73183-34-3) → tert-butyl 5-fluoro-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenylcarbamate (1186637-38-6)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium acetate; In 1,4-dioxane; at 100 ℃; Inert atmosphere;

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → tert-butyl 5-fluoro-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenylcarbamate (1186637-38-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hexamethyldisilazane / tetrahydrofuran / 0 °C / Inert atmosphere

1.2: 0 - 20 °C

2.1: sodium acetate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 100 °C / Inert atmosphere

With sodium acetate; sodium hexamethyldisilazane; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In tetrahydrofuran; 1,4-dioxane;

Reference yield:

2-bromo-5-fluoroaniline (1003-99-2) → tert-butyl 5-fluoro-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenylcarbamate (1186637-38-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hexamethyldisilazane / tetrahydrofuran / 0 °C / Inert atmosphere

1.2: 0 - 20 °C

2.1: sodium acetate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 100 °C / Inert atmosphere

With sodium acetate; sodium hexamethyldisilazane; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In tetrahydrofuran; 1,4-dioxane;

upstream raw materials:

tert-butyl N-(2-bromo-5-fluorophenyl)carbamate

bis(pinacol)diborane

di-tert-butyl dicarbonate

2-bromo-5-fluoroaniline

Refernces

• 1、 -. "COMPOUNDS AND COMPOSITIONS AS TLR ACTIVITY MODULATORS". Page/Page column 172-173. . Retrieved 2009/10/22.