tert-butyl N-[3-(tert-butyldiphenylsilyloxy)propyl]-N-[2-[4-(thiophen-2-yl)phenoxy]ethyl]carbamate

Base Information

Chemical Name:tert-butyl N-[3-(tert-butyldiphenylsilyloxy)propyl]-N-[2-[4-(thiophen-2-yl)phenoxy]ethyl]carbamate
CAS No.:1313189-44-4
Molecular Formula:C₃₆H₄₅NO₄SSi
Molecular Weight:615.909
Hs Code.:

Synonyms:tert-butyl N-[3-(tert-butyldiphenylsilyloxy)propyl]-N-[2-[4-(thiophen-2-yl)phenoxy]ethyl]carbamate

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Chemical Property of tert-butyl N-[3-(tert-butyldiphenylsilyloxy)propyl]-N-[2-[4-(thiophen-2-yl)phenoxy]ethyl]carbamate

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Technology Process of tert-butyl N-[3-(tert-butyldiphenylsilyloxy)propyl]-N-[2-[4-(thiophen-2-yl)phenoxy]ethyl]carbamate

There total 6 articles about tert-butyl N-[3-(tert-butyldiphenylsilyloxy)propyl]-N-[2-[4-(thiophen-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: 88.0%

: 6165-68-0
thiophene boronic acid

: 1313189-43-3
tert-butyl N-[3-(tert-butyldiphenylsilyloxy)propyl]-N-[2-(4-iodophenoxy)ethyl]carbamate

: 1313189-44-4
tert-butyl N-[3-(tert-butyldiphenylsilyloxy)propyl]-N-[2-[4-(thiophen-2-yl)phenoxy]ethyl]carbamate

Guidance literature:: With sodium carbonate; triphenylphosphine; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In tetrahydrofuran; at 75 ℃; for 12h; Inert atmosphere;
DOI:10.1002/ejoc.201100166

Reference yield:

: 921596-28-3
tert-butyl (2-phenoxyethyl)carbamate

: 1313189-44-4
tert-butyl N-[3-(tert-butyldiphenylsilyloxy)propyl]-N-[2-[4-(thiophen-2-yl)phenoxy]ethyl]carbamate

Guidance literature:: Multi-step reaction with 5 steps

1.1: potassium hydride / tetrahydrofuran; mineral oil / 0.17 h / 20 °C / Inert atmosphere

1.2: 3 h / 0 °C / Inert atmosphere

2.1: 9-bora-bicyclo[3.3.1]nonane / tetrahydrofuran / 21 h / 0 - 20 °C / Inert atmosphere

2.2: 2 h / 50 °C / Inert atmosphere

3.1: 1H-imidazole / N,N-dimethyl-formamide / 0 - 20 °C / Inert atmosphere

4.1: iodine; bis-[(trifluoroacetoxy)iodo]benzene / chloroform / 0 - 20 °C / Inert atmosphere

5.1: sodium carbonate; triphenylphosphine; bis(dibenzylideneacetone)-palladium⁽⁰⁾ / tetrahydrofuran / 12 h / 75 °C / Inert atmosphere

With 1H-imidazole; iodine; potassium hydride; sodium carbonate; 9-bora-bicyclo[3.3.1]nonane; triphenylphosphine; bis-[(trifluoroacetoxy)iodo]benzene; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In tetrahydrofuran; chloroform; N,N-dimethyl-formamide; mineral oil; 5.1: Suzuki coupling;
DOI:10.1002/ejoc.201100166

Reference yield:

: 1313189-42-2
tert-butyl N-[3-(tert-butyldiphenylsilyloxy)propyl]-N-(2-phenoxyethyl)carbamate

: 1313189-44-4
tert-butyl N-[3-(tert-butyldiphenylsilyloxy)propyl]-N-[2-[4-(thiophen-2-yl)phenoxy]ethyl]carbamate

Guidance literature:: Multi-step reaction with 2 steps

1: iodine; bis-[(trifluoroacetoxy)iodo]benzene / chloroform / 0 - 20 °C / Inert atmosphere

2: sodium carbonate; triphenylphosphine; bis(dibenzylideneacetone)-palladium⁽⁰⁾ / tetrahydrofuran / 12 h / 75 °C / Inert atmosphere

With iodine; sodium carbonate; triphenylphosphine; bis-[(trifluoroacetoxy)iodo]benzene; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In tetrahydrofuran; chloroform; 2: Suzuki coupling;
DOI:10.1002/ejoc.201100166