ethyl [4-[3,3-bis[5-[3-(N-acetyl-N-methylamino)propynyl]thiophene-2-yl]allylsulfanyl]-2-methylphenoxy]acetate

Base Information

• Chemical Name: ethyl [4-[3,3-bis[5-[3-(N-acetyl-N-methylamino)propynyl]thiophene-2-yl]allylsulfanyl]-2-methylphenoxy]acetate
• CAS No.: 869015-34-9
• Molecular Formula: C₃₄H₃₆N₂O₅S₃
• Molecular Weight: 648.868
• Mol file: 869015-34-9.mol

Synonyms:ethyl [4-[3,3-bis[5-[3-(N-acetyl-N-methylamino)propynyl]thiophene-2-yl]allylsulfanyl]-2-methylphenoxy]acetate

Chemical Property of ethyl [4-[3,3-bis[5-[3-(N-acetyl-N-methylamino)propynyl]thiophene-2-yl]allylsulfanyl]-2-methylphenoxy]acetate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl [4-[3,3-bis[5-[3-(N-acetyl-N-methylamino)propynyl]thiophene-2-yl]allylsulfanyl]-2-methylphenoxy]acetate

There total 5 articles about ethyl [4-[3,3-bis[5-[3-(N-acetyl-N-methylamino)propynyl]thiophene-2-yl]allylsulfanyl]-2-methylphenoxy]acetate 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: 44.0%

ethyl [4-[3,3-di(5-bromothiophen-2-yl)allylsulfanyl]-2-methylphenoxy]acetate (869015-32-7) + N-methyl-N-(2-propynyl)acetamide (18341-31-6) → ethyl [4-[3,3-bis[5-[3-(N-acetyl-N-methylamino)propynyl]thiophene-2-yl]allylsulfanyl]-2-methylphenoxy]acetate (869015-34-9)

Guidance literature:

With triethylamine; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; at 65 ℃; for 6h; Inert atmosphere;

Reference yield:

3,3-di(5-bromothiophen-2-yl)allyl alcohol (869015-31-6) → ethyl [4-[3,3-bis[5-[3-(N-acetyl-N-methylamino)propynyl]thiophene-2-yl]allylsulfanyl]-2-methylphenoxy]acetate (869015-34-9)

Guidance literature:

Multi-step reaction with 3 steps

1: carbon tetrabromide; triphenylphosphine / dichloromethane / 0.75 h / Inert atmosphere; Cooling with ice-water

2: N-ethyl-N,N-diisopropylamine / dichloromethane / 3.75 h / 20 °C / Inert atmosphere

3: triethylamine / tetrakis(triphenylphosphine) palladium⁽⁰⁾; copper(l) iodide / 6 h / 65 °C / Inert atmosphere

With carbon tetrabromide; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In dichloromethane;

Reference yield:

bis-(5-bromo-thiophen-2-yl)-methanone (855605-64-0) → ethyl [4-[3,3-bis[5-[3-(N-acetyl-N-methylamino)propynyl]thiophene-2-yl]allylsulfanyl]-2-methylphenoxy]acetate (869015-34-9)

Guidance literature:

Multi-step reaction with 5 steps

1.1: sodium hydride / tetrahydrofuran / 0.5 h / Inert atmosphere; Reflux

1.2: 2 h / Reflux

2.1: lithium aluminium tetrahydride; aluminum (III) chloride / diethyl ether / 0.75 h / -20 - -17 °C / Inert atmosphere

3.1: carbon tetrabromide; triphenylphosphine / dichloromethane / 0.75 h / Inert atmosphere; Cooling with ice-water

4.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 3.75 h / 20 °C / Inert atmosphere

5.1: triethylamine / tetrakis(triphenylphosphine) palladium⁽⁰⁾; copper(l) iodide / 6 h / 65 °C / Inert atmosphere

With aluminum (III) chloride; lithium aluminium tetrahydride; carbon tetrabromide; sodium hydride; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; diethyl ether; dichloromethane; 1.1: Horner-Wadsworth-Emmons Olefination / 1.2: Horner-Wadsworth-Emmons Olefination;

upstream raw materials:

ethyl [4-[3,3-di(5-bromothiophen-2-yl)allylsulfanyl]-2-methylphenoxy]acetate

N-methyl-N-(2-propynyl)acetamide

3,3-di(5-bromothiophen-2-yl)allyl alcohol

ethyl 3,3-di(5-bromothiophen-2-yl)acrylate