ethyl (E)-3-{6-[3'-(1-adamantyl)-4'-benzyloxyphenyl]-3-pyridazinyl}-2-propenoate

Base Information

• Chemical Name: ethyl (E)-3-{6-[3'-(1-adamantyl)-4'-benzyloxyphenyl]-3-pyridazinyl}-2-propenoate
• CAS No.: 1308279-76-6
• Molecular Formula: C₃₂H₃₄N₂O₃
• Molecular Weight: 494.634
• Mol file: 1308279-76-6.mol

Synonyms:ethyl (E)-3-{6-[3'-(1-adamantyl)-4'-benzyloxyphenyl]-3-pyridazinyl}-2-propenoate

Chemical Property of ethyl (E)-3-{6-[3'-(1-adamantyl)-4'-benzyloxyphenyl]-3-pyridazinyl}-2-propenoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl (E)-3-{6-[3'-(1-adamantyl)-4'-benzyloxyphenyl]-3-pyridazinyl}-2-propenoate

There total 1 articles about ethyl (E)-3-{6-[3'-(1-adamantyl)-4'-benzyloxyphenyl]-3-pyridazinyl}-2-propenoate 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: 15.0%

(E)-3-(6-chloropyridazin-3-yl)-acrylic acid ethyl ester (1308279-70-0) + 3-(1-adamantyl)-4-benzyloxyphenylboronic acid (221137-01-5) → ethyl (E)-3-{6-[3'-(1-adamantyl)-4'-benzyloxyphenyl]-3-pyridazinyl}-2-propenoate (1308279-76-6)

Guidance literature:

With sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,2-dimethoxyethane; water; at 90 ℃; for 20h;

Reference yield: 84.0%

ethyl (E)-3-{6-[3'-(1-adamantyl)-4'-benzyloxyphenyl]-3-pyridazinyl}-2-propenoate (1308279-76-6) → ethyl (E)-3-{6-[3'-(1-adamantyl)-4'-hydroxyphenyl]-3-pyridazinyl}-2-propenoate (1308279-82-4)

Guidance literature:

ethyl (E)-3-{6-[3'-(1-adamantyl)-4'-benzyloxyphenyl]-3-pyridazinyl}-2-propenoate; With boron tribromide; In dichloromethane; at -78 ℃; for 2h; Inert atmosphere;

With water; sodium hydrogencarbonate; In dichloromethane; pH=7 - 8; Inert atmosphere;

Reference yield:

ethyl (E)-3-{6-[3'-(1-adamantyl)-4'-benzyloxyphenyl]-3-pyridazinyl}-2-propenoate (1308279-76-6) → (E)-3-{6-[3'-(1-adamantyl)-4'-hydroxyphenyl]-3-pyridazinyl}-2-propenoic acid (1308279-88-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: boron tribromide / dichloromethane / 2 h / -78 °C / Inert atmosphere

1.2: pH 7 - 8 / Inert atmosphere

2.1: sodium hydroxide; water / methanol / 0.83 h / 82 °C / Inert atmosphere

2.2: 20 °C / Inert atmosphere

With water; boron tribromide; sodium hydroxide; In methanol; dichloromethane;

upstream raw materials:

(E)-3-(6-chloropyridazin-3-yl)-acrylic acid ethyl ester

3-(1-adamantyl)-4-benzyloxyphenylboronic acid

Downstream raw materials:

(E)-3-{6-[3'-(1-adamantyl)-4'-hydroxyphenyl]-3-pyridazinyl}-2-propenoic acid

ethyl (E)-3-{6-[3'-(1-adamantyl)-4'-hydroxyphenyl]-3-pyridazinyl}-2-propenoate