tert-butyl N-[2-(4-{4'-bromo-5'-methyl-4-[2-(tetrahydro-2H-pyran-2-yloxy)ethyl][2,2']bithiophen-5-yl}phenoxy)ethyl]-N-methylcarbamate

Base Information

Chemical Name:tert-butyl N-[2-(4-{4'-bromo-5'-methyl-4-[2-(tetrahydro-2H-pyran-2-yloxy)ethyl][2,2']bithiophen-5-yl}phenoxy)ethyl]-N-methylcarbamate
CAS No.:1313189-62-6
Molecular Formula:C₃₀H₃₈BrNO₅S₂
Molecular Weight:636.671
Hs Code.:

Synonyms:tert-butyl N-[2-(4-{4'-bromo-5'-methyl-4-[2-(tetrahydro-2H-pyran-2-yloxy)ethyl][2,2']bithiophen-5-yl}phenoxy)ethyl]-N-methylcarbamate

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Chemical Property of tert-butyl N-[2-(4-{4'-bromo-5'-methyl-4-[2-(tetrahydro-2H-pyran-2-yloxy)ethyl][2,2']bithiophen-5-yl}phenoxy)ethyl]-N-methylcarbamate

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Technology Process of tert-butyl N-[2-(4-{4'-bromo-5'-methyl-4-[2-(tetrahydro-2H-pyran-2-yloxy)ethyl][2,2']bithiophen-5-yl}phenoxy)ethyl]-N-methylcarbamate

There total 8 articles about tert-butyl N-[2-(4-{4'-bromo-5'-methyl-4-[2-(tetrahydro-2H-pyran-2-yloxy)ethyl][2,2']bithiophen-5-yl}phenoxy)ethyl]-N-methylcarbamate 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: 96.0%

: 1313189-61-5
tert-butyl N-[2-(4-{5-iodo-3-[2-(tetrahydro-2H-pyran-2-yloxy)ethyl]thiophen-2-yl}phenoxy)ethyl]-N-methylcarbamate

: 154566-69-5
3-bromo-2-methylthiophene-5-boronic acid

: 1313189-62-6
tert-butyl N-[2-(4-{4'-bromo-5'-methyl-4-[2-(tetrahydro-2H-pyran-2-yloxy)ethyl][2,2']bithiophen-5-yl}phenoxy)ethyl]-N-methylcarbamate

Guidance literature:: With sodium carbonate; triphenylphosphine; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In tetrahydrofuran; hexane; water; at 78 ℃; for 24h; Inert atmosphere;
DOI:10.1002/ejoc.201100166

Reference yield:

: 554-14-3
2-Methylthiophene

: 1313189-62-6
tert-butyl N-[2-(4-{4'-bromo-5'-methyl-4-[2-(tetrahydro-2H-pyran-2-yloxy)ethyl][2,2']bithiophen-5-yl}phenoxy)ethyl]-N-methylcarbamate

Guidance literature:: Multi-step reaction with 3 steps

1.1: bromine; acetic acid / 12 h / 0 °C / Inert atmosphere

2.1: n-butyllithium / tetrahydrofuran / -78 °C / Inert atmosphere

2.2: 1 h / -78 - 20 °C / Inert atmosphere

2.3: Inert atmosphere

3.1: sodium carbonate; triphenylphosphine; bis(dibenzylideneacetone)-palladium⁽⁰⁾ / tetrahydrofuran; hexane; water / 24 h / 78 °C / Inert atmosphere

With n-butyllithium; bromine; sodium carbonate; acetic acid; triphenylphosphine; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In tetrahydrofuran; hexane; water; 3.1: Suzuki coupling;
DOI:10.1002/ejoc.201100166

Reference yield:

: 13781-67-4
3-(2-hydroxyethyl)thiophene

: 1313189-62-6
tert-butyl N-[2-(4-{4'-bromo-5'-methyl-4-[2-(tetrahydro-2H-pyran-2-yloxy)ethyl][2,2']bithiophen-5-yl}phenoxy)ethyl]-N-methylcarbamate

Guidance literature:: Multi-step reaction with 6 steps

1.1: N-Bromosuccinimide / chloroform; acetone / 1 h / 0 °C / Inert atmosphere

2.1: toluene-4-sulfonic acid / diethyl ether / 4 h / 20 °C / Inert atmosphere

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

3.2: 3 h / -78 - 20 °C / Inert atmosphere

4.1: sodium carbonate; triphenylphosphine; bis(dibenzylideneacetone)-palladium⁽⁰⁾ / tetrahydrofuran; hexane; water / 18 h / 78 °C / Inert atmosphere

5.1: iodine; mercury(II) oxide / benzene / 20 °C / Inert atmosphere

6.1: sodium carbonate; triphenylphosphine; bis(dibenzylideneacetone)-palladium⁽⁰⁾ / tetrahydrofuran; hexane; water / 24 h / 78 °C / Inert atmosphere

With N-Bromosuccinimide; n-butyllithium; iodine; sodium carbonate; toluene-4-sulfonic acid; triphenylphosphine; mercury(II) oxide; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In tetrahydrofuran; diethyl ether; hexane; chloroform; water; acetone; benzene; 4.1: Suzuki coupling / 6.1: Suzuki coupling;
DOI:10.1002/ejoc.201100166