tert-butyl-2-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-ioxaborolan-2-yl)phenylcarbamate

Base Information

• Chemical Name: tert-butyl-2-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-ioxaborolan-2-yl)phenylcarbamate
• CAS No.: 262444-42-8
• Molecular Formula: C17H25BFNO4
• Molecular Weight: 337.199
• Hs Code.: 2934999090
• Mol file: 262444-42-8.mol

Synonyms:Carbamicacid, [2-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]-,1,1-dimethylethyl ester (9CI);tert-ButylN-[2-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]carbamate;

Chemical Property of tert-butyl-2-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-ioxaborolan-2-yl)phenylcarbamate

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.496
• Boiling Point: 376.622 °C at 760 mmHg
• PKA: 12.91±0.70(Predicted)
• Flash Point: 181.575 °C
• PSA: 56.79000
• Density: 1.117 g/cm³
• LogP: 3.54490
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

98%min ^*data from raw suppliers

4-(BOC-amino)-3-fluorophenylboronicacid,pinacolester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of tert-butyl-2-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-ioxaborolan-2-yl)phenylcarbamate

There total 7 articles about tert-butyl-2-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-ioxaborolan-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: 92.0%

tert-butyl N-(4-bromo-2-fluorophenyl)carbamate (209958-42-9) + bis-pinacolatodiborane → tert-butyl N-[2-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]carbamate (262444-42-8)

Guidance literature:

With potassium acetate; PdCl₂[dppf]; In n-heptane; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;

Reference yield: 81.0%

2,3-dimethyl-2,3-butane diol (76-09-5) + 4-(tert-butoxycarbonylamino)-3-fluorophenylboronic acid (218301-87-2) → tert-butyl N-[2-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]carbamate (262444-42-8)

Guidance literature:

In methanol; at 20 ℃; for 1h;

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) + 4-bromo-2-fluoroaniline (367-24-8) → tert-butyl N-[2-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]carbamate (262444-42-8)

Guidance literature:

With sodium hexamethyldisilazane; In tetrahydrofuran; n-heptane; ethyl acetate;

upstream raw materials:

2,3-dimethyl-2,3-butane diol

4-(tert-butoxycarbonylamino)-3-fluorophenylboronic acid

tert-butyl N-(4-bromo-2-fluorophenyl)carbamate

di-tert-butyl dicarbonate

Downstream raw materials:

2-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline

ethyl 2-(4-amino-3-4-[(tert-butoxycarbonyl)amino]-3-fluorophenyl-1H-pyrazolo[3,4-d]pyrimidin-1-yl)acetate

tert-butyl {4-[4-amino-7-(morpholin-4-ylmethyl)pyrrolo[2,1-f][1,2,4]triazin-5-yl]-2-fluorophenyl}carbamate

ethyl 4-{4-[(tertbutoxycarbonylamino)]-3-fluorophenyl}-5-cyano-1-{[2-(trimethylsiIyl)ethoxy]methyl}-1H-pyrrole-3-carboxylate

Refernces

• 1、 -. "SULFONAMIDO-MACROCYCLES AS TIE2 INHIBITORS AND SALTS THEREOF, PHARMACEUTICAL COMPOSITIONS COMPRISING SAME, METHODS OF PREPARING SAME AND USES OF SAME". Page/Page column 56. . Retrieved 2008/06/13.
• 2、 -. "Pyrazolopyrimidines as therapeutic agents". . . Retrieved 2008/06/13.