ethyl 1-(4-((6-(2-methyl-1,3-dioxolan-2-yl)hex-2-yn-1-yl)oxy)phenyl)hydrazine-1-carboxylate

Base Information

• Chemical Name: ethyl 1-(4-((6-(2-methyl-1,3-dioxolan-2-yl)hex-2-yn-1-yl)oxy)phenyl)hydrazine-1-carboxylate
• CAS No.: 1505447-91-5
• Molecular Formula: C₁₉H₂₆N₂O₅
• Molecular Weight: 362.426
• Mol file: 1505447-91-5.mol

Synonyms:ethyl 1-(4-((6-(2-methyl-1,3-dioxolan-2-yl)hex-2-yn-1-yl)oxy)phenyl)hydrazine-1-carboxylate

Chemical Property of ethyl 1-(4-((6-(2-methyl-1,3-dioxolan-2-yl)hex-2-yn-1-yl)oxy)phenyl)hydrazine-1-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl 1-(4-((6-(2-methyl-1,3-dioxolan-2-yl)hex-2-yn-1-yl)oxy)phenyl)hydrazine-1-carboxylate

There total 5 articles about ethyl 1-(4-((6-(2-methyl-1,3-dioxolan-2-yl)hex-2-yn-1-yl)oxy)phenyl)hydrazine-1-carboxylate 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: 89.0%

2-(6-(4-iodophenoxy)hex-4-yn-1-yl)-2-methyl-1,3-dioxolane (1505447-83-5) + ethylhydrazine carboxylate (4114-31-2) → ethyl 1-(4-((6-(2-methyl-1,3-dioxolan-2-yl)hex-2-yn-1-yl)oxy)phenyl)hydrazine-1-carboxylate (1505447-91-5)

Guidance literature:

With copper(l) iodide; 1,10-Phenanthroline; caesium carbonate; In N,N-dimethyl-formamide; at 80 ℃; for 4h; Sealed tube; Inert atmosphere;

DOI:10.1021/ol4031638

Reference yield:

ethylene-cetal de la bromo-5 pentanone-2 (24400-75-7) → ethyl 1-(4-((6-(2-methyl-1,3-dioxolan-2-yl)hex-2-yn-1-yl)oxy)phenyl)hydrazine-1-carboxylate (1505447-91-5)

Guidance literature:

Multi-step reaction with 5 steps

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

1.2: 5 h / -78 - 0 °C / Inert atmosphere

2.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h / 0 °C

3.1: triethylamine / dichloromethane / 1 h / 0 °C

4.1: potassium carbonate / N,N-dimethyl-formamide / 12 h / 20 °C

5.1: copper(l) iodide; 1,10-Phenanthroline; caesium carbonate / N,N-dimethyl-formamide / 4 h / 80 °C / Sealed tube; Inert atmosphere

With copper(l) iodide; n-butyllithium; 1,10-Phenanthroline; tetrabutyl ammonium fluoride; potassium carbonate; caesium carbonate; triethylamine; In tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/ol4031638

Reference yield:

C16H30O3Si → ethyl 1-(4-((6-(2-methyl-1,3-dioxolan-2-yl)hex-2-yn-1-yl)oxy)phenyl)hydrazine-1-carboxylate (1505447-91-5)

Guidance literature:

Multi-step reaction with 4 steps

1: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h / 0 °C

2: triethylamine / dichloromethane / 1 h / 0 °C

3: potassium carbonate / N,N-dimethyl-formamide / 12 h / 20 °C

4: copper(l) iodide; 1,10-Phenanthroline; caesium carbonate / N,N-dimethyl-formamide / 4 h / 80 °C / Sealed tube; Inert atmosphere

With copper(l) iodide; 1,10-Phenanthroline; tetrabutyl ammonium fluoride; potassium carbonate; caesium carbonate; triethylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/ol4031638

upstream raw materials:

6-(2-methyl-1,3-dioxolan-2-yl)hex-2-yn-1-yl methanesulfonate

2-(6-(4-iodophenoxy)hex-4-yn-1-yl)-2-methyl-1,3-dioxolane

ethylhydrazine carboxylate

ethylene-cetal de la bromo-5 pentanone-2