ethyl (E)-4-[3-(1-adamantyl)-4-benzyloxyphenyl]-3-aminocinnamate

Base Information

• Chemical Name: ethyl (E)-4-[3-(1-adamantyl)-4-benzyloxyphenyl]-3-aminocinnamate
• CAS No.: 1352042-73-9
• Molecular Formula: C₃₄H₃₇NO₃
• Molecular Weight: 507.673
• Mol file: 1352042-73-9.mol

Synonyms:ethyl (E)-4-[3-(1-adamantyl)-4-benzyloxyphenyl]-3-aminocinnamate

Chemical Property of ethyl (E)-4-[3-(1-adamantyl)-4-benzyloxyphenyl]-3-aminocinnamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl (E)-4-[3-(1-adamantyl)-4-benzyloxyphenyl]-3-aminocinnamate

There total 3 articles about ethyl (E)-4-[3-(1-adamantyl)-4-benzyloxyphenyl]-3-aminocinnamate 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: 99.0%

ethyl (E)-4-[3-(1-adamantyl)-4-benzyloxyphenyl]-3-nitrocinnamate (1352042-59-1) → ethyl (E)-4-[3-(1-adamantyl)-4-benzyloxyphenyl]-3-aminocinnamate (1352042-73-9)

Guidance literature:

With tin(II) chloride hydrate; In ethanol; at 80 ℃; for 2h; Inert atmosphere;

DOI:10.1021/jm2011436

Reference yield:

4-bromo-3-nitrobenzaldehyde (163596-75-6) → ethyl (E)-4-[3-(1-adamantyl)-4-benzyloxyphenyl]-3-aminocinnamate (1352042-73-9)

Guidance literature:

Multi-step reaction with 3 steps

1: toluene / 18.5 h / Reflux; Inert atmosphere

2: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate / 1,2-dimethoxyethane / 16 h / Reflux; Inert atmosphere

3: tin(II) chloride hydrate / ethanol / 2 h / 80 °C / Inert atmosphere

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; tin(II) chloride hydrate; sodium carbonate; In 1,2-dimethoxyethane; ethanol; toluene; 1: Wittig reaction / 2: Suzuki-Miyaura coupling;

DOI:10.1021/jm2011436

Reference yield:

(E)-ethyl 3-(4-bromo-3-nitrophenyl)acrylate (860778-52-5) → ethyl (E)-4-[3-(1-adamantyl)-4-benzyloxyphenyl]-3-aminocinnamate (1352042-73-9)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate / 1,2-dimethoxyethane / 16 h / Reflux; Inert atmosphere

2: tin(II) chloride hydrate / ethanol / 2 h / 80 °C / Inert atmosphere

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; tin(II) chloride hydrate; sodium carbonate; In 1,2-dimethoxyethane; ethanol; 1: Suzuki-Miyaura coupling;

DOI:10.1021/jm2011436

upstream raw materials:

ethyl (E)-4-[3-(1-adamantyl)-4-benzyloxyphenyl]-3-nitrocinnamate

4-bromo-3-nitrobenzaldehyde

(E)-ethyl 3-(4-bromo-3-nitrophenyl)acrylate

Downstream raw materials:

ethyl (E)-4-[3-(1-adamantyl)-4-benzyloxyphenyl]-3-bromocinnamate

ethyl (E)-4-[3-(1-adamantyl)-4-benzyloxyphenyl]-3,6-dibromocinnamate

ethyl (E)-4-[3-(1-adamantyl)-4-hydroxyphenyl]-3-aminocinnamate

(E)-4-[3-(1-adamantyl)-4-hydroxyphenyl]-3-aminocinnamic acid