tert-butyl N-[2-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenoxy]ethyl]carbamate

Base Information

• Chemical Name: tert-butyl N-[2-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenoxy]ethyl]carbamate
• CAS No.: 1505515-74-1
• Molecular Formula: C₁₉H₃₀BNO₅
• Molecular Weight: 363.262
• Mol file: 1505515-74-1.mol

Synonyms:tert-butyl N-[2-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenoxy]ethyl]carbamate

Chemical Property of tert-butyl N-[2-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenoxy]ethyl]carbamate

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl N-[2-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenoxy]ethyl]carbamate

There total 10 articles about tert-butyl N-[2-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenoxy]ethyl]carbamate 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%

2-(tert-butoxycarbonylamino)ethyl bromide (39684-80-5) + 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol (269409-70-3) → tert-butyl N-[2-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenoxy]ethyl]carbamate (1505515-74-1)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 60 ℃;

DOI:10.1021/jacs.0c05537

Reference yield: 84.0%

4-(2-(tert-butyloxycarbonylamino)ethoxy)phenyl bromide (1593201-17-2) + bis(pinacol)diborane (73183-34-3) → tert-butyl N-[2-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenoxy]ethyl]carbamate (1505515-74-1)

Guidance literature:

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate; In dimethyl sulfoxide; at 80 ℃; for 10.5h; Inert atmosphere;

DOI:10.1021/ja502898t

Reference yield:

tert-butyl N-(2-(4-iodophenoxy)ethyl)carbamate (151978-98-2) + bis(pinacol)diborane (73183-34-3) → tert-butyl N-[2-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenoxy]ethyl]carbamate (1505515-74-1)

Guidance literature:

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate; In dimethyl sulfoxide; at 75 ℃; for 16h; Inert atmosphere;

upstream raw materials:

4-(2-(tert-butyloxycarbonylamino)ethoxy)phenyl bromide

bis(pinacol)diborane

4-bromo-phenol

2-(tert-butoxycarbonylamino)ethyl bromide

Downstream raw materials:

C₂₉H₂₉N₃O₅

N-(2-((4'-(4-(hydrazinecarbonyl)-1,6-naphthyridin-2-yl)-[1,1'-biphenyl]-4-yl)oxy)ethyl)isobutyramide

N-(2-((4'-(4-(hydrazinecarbonyl)-1,6-naphthyridin-2-yl)-[1,1'-biphenyl]-4-yl)oxy)ethyl)methanesulfonamide

methyl 2-(4'-(2-aminoethoxy)-[1,1'-biphenyl]-4-yl)-1,6-naphthyridine-4-carboxylate hydrochloride