tert-butyl N-[2-[4-(5-iodothiophen-2-yl)phenoxy]ethyl]-N-[3-(4-methoxybenzyloxy)propyl]carbamate

Base Information

• Chemical Name: tert-butyl N-[2-[4-(5-iodothiophen-2-yl)phenoxy]ethyl]-N-[3-(4-methoxybenzyloxy)propyl]carbamate
• CAS No.: 1313189-47-7
• Molecular Formula: C₂₈H₃₄INO₅S
• Molecular Weight: 623.552

Synonyms:tert-butyl N-[2-[4-(5-iodothiophen-2-yl)phenoxy]ethyl]-N-[3-(4-methoxybenzyloxy)propyl]carbamate

Chemical Property of tert-butyl N-[2-[4-(5-iodothiophen-2-yl)phenoxy]ethyl]-N-[3-(4-methoxybenzyloxy)propyl]carbamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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Technology Process of tert-butyl N-[2-[4-(5-iodothiophen-2-yl)phenoxy]ethyl]-N-[3-(4-methoxybenzyloxy)propyl]carbamate

There total 8 articles about tert-butyl N-[2-[4-(5-iodothiophen-2-yl)phenoxy]ethyl]-N-[3-(4-methoxybenzyloxy)propyl]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%

tert-butyl N-(3-hydroxypropyl)-N-[2-[4-(5-iodothiophen-2-yl)phenoxy]ethyl]carbamate (1313189-46-6) + p-Methoxybenzyl bromide (2746-25-0) → tert-butyl N-[2-[4-(5-iodothiophen-2-yl)phenoxy]ethyl]-N-[3-(4-methoxybenzyloxy)propyl]carbamate (1313189-47-7)

Guidance literature:

tert-butyl N-(3-hydroxypropyl)-N-[2-[4-(5-iodothiophen-2-yl)phenoxy]ethyl]carbamate; With potassium hydride; In tetrahydrofuran; mineral oil; at 0 ℃; for 0.333333h; Inert atmosphere;

p-Methoxybenzyl bromide; With tetra-(n-butyl)ammonium iodide; In tetrahydrofuran; mineral oil; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1002/ejoc.201100166

Reference yield:

tert-butyl (2-phenoxyethyl)carbamate (921596-28-3) → tert-butyl N-[2-[4-(5-iodothiophen-2-yl)phenoxy]ethyl]-N-[3-(4-methoxybenzyloxy)propyl]carbamate (1313189-47-7)

Guidance literature:

Multi-step reaction with 8 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

6.1: potassium acetate; Iodine monochloride; acetic acid / 0 - 50 °C / Inert atmosphere

7.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h / 20 °C / Inert atmosphere

8.1: potassium hydride / tetrahydrofuran; mineral oil / 0.33 h / 0 °C / Inert atmosphere

8.2: 0 - 20 °C / Inert atmosphere

With 1H-imidazole; tetrabutyl ammonium fluoride; iodine; potassium acetate; Iodine monochloride; potassium hydride; sodium carbonate; acetic acid; 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:

tert-butyl N-(2-phenoxyethyl)-N-prop-2-enylcarbamate (1313189-40-0) → tert-butyl N-[2-[4-(5-iodothiophen-2-yl)phenoxy]ethyl]-N-[3-(4-methoxybenzyloxy)propyl]carbamate (1313189-47-7)

Guidance literature:

Multi-step reaction with 7 steps

1.1: 9-bora-bicyclo[3.3.1]nonane / tetrahydrofuran / 21 h / 0 - 20 °C / Inert atmosphere

1.2: 2 h / 50 °C / Inert atmosphere

2.1: 1H-imidazole / N,N-dimethyl-formamide / 0 - 20 °C / Inert atmosphere

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

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

5.1: potassium acetate; Iodine monochloride; acetic acid / 0 - 50 °C / Inert atmosphere

6.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h / 20 °C / Inert atmosphere

7.1: potassium hydride / tetrahydrofuran; mineral oil / 0.33 h / 0 °C / Inert atmosphere

7.2: 0 - 20 °C / Inert atmosphere

With 1H-imidazole; tetrabutyl ammonium fluoride; iodine; potassium acetate; Iodine monochloride; potassium hydride; sodium carbonate; acetic acid; 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; 4.1: Suzuki coupling;

DOI:10.1002/ejoc.201100166

upstream raw materials:

tert-butyl (2-phenoxyethyl)carbamate

tert-butyl N-(2-phenoxyethyl)-N-prop-2-enylcarbamate

tert-butyl N-(3-hydroxypropyl)-N-(2-phenoxyethyl)carbamate

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

Downstream raw materials:

tert-butyl N-[2-[4-[4'-bromo-3'-(2-tert-butyldiphenylsilyloxy)ethyl-5'-methyl[2,2']bithiophen-5-yl]phenoxy]ethyl]-N-[3-(4-methoxybenzyloxy)propyl]carbamate

tert-butyl N-[2-[4-[3'-(2-tert-butyldiphenylsilyloxy)ethyl-5'-methyl-4'-(heptafluorocyclopent-1-enyl)[2,2']bithiophen-5-yl]phenoxy]ethyl]-N-[3-(4-methoxybenzyloxy)propyl]carbamate

C₃₅H₄₃NO₆S₂

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