(E)-3-(1-oxo-2-phenethylisoindolin-6-yl)-N-(tetrahydro-2H-pyran-2-yloxy)acrylamide

Base Information

• Chemical Name: (E)-3-(1-oxo-2-phenethylisoindolin-6-yl)-N-(tetrahydro-2H-pyran-2-yloxy)acrylamide
• CAS No.: 914647-26-0
• Molecular Formula: C₂₄H₂₆N₂O₄
• Molecular Weight: 406.481
• Mol file: 914647-26-0.mol

Synonyms:(E)-3-(1-oxo-2-phenethylisoindolin-6-yl)-N-(tetrahydro-2H-pyran-2-yloxy)acrylamide

Chemical Property of (E)-3-(1-oxo-2-phenethylisoindolin-6-yl)-N-(tetrahydro-2H-pyran-2-yloxy)acrylamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-3-(1-oxo-2-phenethylisoindolin-6-yl)-N-(tetrahydro-2H-pyran-2-yloxy)acrylamide

There total 6 articles about (E)-3-(1-oxo-2-phenethylisoindolin-6-yl)-N-(tetrahydro-2H-pyran-2-yloxy)acrylamide 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: 67.0%

(E)-3-(1-oxo-2-phenethylisoindolin-6-yl)acrylic acid (914646-99-4) + O-2-tetrahydro-2H-pyranhydroxylamine (6723-30-4) → (E)-3-(1-oxo-2-phenethylisoindolin-6-yl)-N-(tetrahydro-2H-pyran-2-yloxy)acrylamide (914647-26-0)

Guidance literature:

(E)-3-(1-oxo-2-phenethylisoindolin-6-yl)acrylic acid; With chloroformic acid ethyl ester; triethylamine; In tetrahydrofuran; at 0 ℃;

O-2-tetrahydro-2H-pyranhydroxylamine; In tetrahydrofuran; at 20 ℃;

DOI:10.1016/j.bmc.2006.07.008

Reference yield:

(E)-methyl 5-(2-(methoxycarbonyl)vinyl)-2-methylbenzoate (914646-69-8) → (E)-3-(1-oxo-2-phenethylisoindolin-6-yl)-N-(tetrahydro-2H-pyran-2-yloxy)acrylamide (914647-26-0)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 49 percent / N-bromosuccinimide; benzoyl peroxide / CCl₄ / Heating

2.1: 11 percent / triethylamine / methanol / Heating

3.1: 70 percent / acetic acid; hydrochloric acid / Heating

4.1: ethyl chloroformate; triethylamine / tetrahydrofuran / 0 °C

4.2: 67 percent / tetrahydrofuran / 20 °C

With hydrogenchloride; N-Bromosuccinimide; chloroformic acid ethyl ester; acetic acid; triethylamine; dibenzoyl peroxide; In tetrahydrofuran; methanol; tetrachloromethane;

DOI:10.1016/j.bmc.2006.07.008

Reference yield:

(E)-methyl 5-(2-(methoxycarbonyl)vinyl)-2-bromomethylbenzoate (914646-71-2) → (E)-3-(1-oxo-2-phenethylisoindolin-6-yl)-N-(tetrahydro-2H-pyran-2-yloxy)acrylamide (914647-26-0)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 11 percent / triethylamine / methanol / Heating

2.1: 70 percent / acetic acid; hydrochloric acid / Heating

3.1: ethyl chloroformate; triethylamine / tetrahydrofuran / 0 °C

3.2: 67 percent / tetrahydrofuran / 20 °C

With hydrogenchloride; chloroformic acid ethyl ester; acetic acid; triethylamine; In tetrahydrofuran; methanol;

DOI:10.1016/j.bmc.2006.07.008

upstream raw materials:

(E)-3-(1-oxo-2-phenethylisoindolin-6-yl)acrylic acid

O-2-tetrahydro-2H-pyranhydroxylamine

(E)-methyl 5-(2-(methoxycarbonyl)vinyl)-2-methylbenzoate

(E)-methyl 5-(2-(methoxycarbonyl)vinyl)-2-bromomethylbenzoate