(Z)-2-[-2-(3-isopropoxy-4-methoxystyryl)-4-isopropoxy-5-methoxyphenyl]-N-hydroxyethanamine

Base Information

• Chemical Name: (Z)-2-[-2-(3-isopropoxy-4-methoxystyryl)-4-isopropoxy-5-methoxyphenyl]-N-hydroxyethanamine
• CAS No.: 1108621-35-7
• Molecular Formula: C₂₄H₃₃NO₅
• Molecular Weight: 415.53
• Mol file: 1108621-35-7.mol

Synonyms:(Z)-2-[-2-(3-isopropoxy-4-methoxystyryl)-4-isopropoxy-5-methoxyphenyl]-N-hydroxyethanamine

Chemical Property of (Z)-2-[-2-(3-isopropoxy-4-methoxystyryl)-4-isopropoxy-5-methoxyphenyl]-N-hydroxyethanamine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (Z)-2-[-2-(3-isopropoxy-4-methoxystyryl)-4-isopropoxy-5-methoxyphenyl]-N-hydroxyethanamine

There total 9 articles about (Z)-2-[-2-(3-isopropoxy-4-methoxystyryl)-4-isopropoxy-5-methoxyphenyl]-N-hydroxyethanamine 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:

2-(2-(3-isopropoxy-4-methoxystyryl)-4-isopropoxy-5-methoxyphenyl)ethoxime (1108621-60-8) → (Z)-2-[-2-(3-isopropoxy-4-methoxystyryl)-4-isopropoxy-5-methoxyphenyl]-N-hydroxyethanamine (1108621-35-7)

Guidance literature:

With hydrogenchloride; sodium cyanoborohydride; In methanol; water; for 0.5h; Inert atmosphere;

Reference yield:

4-isopropoxy-2-bromo-5-methoxybenzaldehyde (56517-33-0) → (Z)-2-[-2-(3-isopropoxy-4-methoxystyryl)-4-isopropoxy-5-methoxyphenyl]-N-hydroxyethanamine (1108621-35-7)

Guidance literature:

Multi-step reaction with 5 steps

1: trans-bis(triphenylphosphine)palladium dichloride; copper(l) iodide; triethylamine / 24 h / 20 °C

2: acetic acid / 4 h / 100 °C

3: tin(ll) chloride / ethyl acetate / 10 h / 20 °C

4: hydrogen / ethyl acetate / 5 h / 760.05 Torr

5: sodium cyanoborohydride / methanol / 1 h / 20 °C / pH Ca_. 3

With copper(l) iodide; trans-bis(triphenylphosphine)palladium dichloride; hydrogen; sodium cyanoborohydride; acetic acid; triethylamine; tin(ll) chloride; In methanol; ethyl acetate; 1: |Sonogashira Cross-Coupling;

DOI:10.1021/jo4023149

Reference yield:

O-isopropylisovanillin (34123-66-5) → (Z)-2-[-2-(3-isopropoxy-4-methoxystyryl)-4-isopropoxy-5-methoxyphenyl]-N-hydroxyethanamine (1108621-35-7)

Guidance literature:

Multi-step reaction with 7 steps

1: zinc; triphenylphosphine / dichloromethane / 1 h / 20 °C

2: n-butyllithium / tetrahydrofuran / 2 h / -78 °C

3: trans-bis(triphenylphosphine)palladium dichloride; copper(l) iodide; triethylamine / 24 h / 20 °C

4: acetic acid / 4 h / 100 °C

5: tin(ll) chloride / ethyl acetate / 10 h / 20 °C

6: hydrogen / ethyl acetate / 5 h / 760.05 Torr

7: sodium cyanoborohydride / methanol / 1 h / 20 °C / pH Ca_. 3

With copper(l) iodide; n-butyllithium; trans-bis(triphenylphosphine)palladium dichloride; hydrogen; sodium cyanoborohydride; acetic acid; triethylamine; triphenylphosphine; tin(ll) chloride; zinc; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate; 1: |Corey-Fuchs Alkyne Synthesis / 2: |Corey-Fuchs Alkyne Synthesis / 3: |Sonogashira Cross-Coupling;

DOI:10.1021/jo4023149

upstream raw materials:

2-(2-(3-isopropoxy-4-methoxystyryl)-4-isopropoxy-5-methoxyphenyl)ethoxime

4-isopropyloxy-3-methoxybenzaldehyde

O-isopropylisovanillin

4-isopropoxy-2-bromo-5-methoxybenzaldehyde

Downstream raw materials:

1-(3-isopropoxy-4-methoxybenzyl)-1,2,3,4-tetrahydro-7-isopropoxy-6-methoxyisoquinoline-N-hydroxide

(Z)-2-[2-(3-isopropoxy-4-methoxystyryl)-4-isopropoxy-5-methoxyphenyl]-N-hydroxy-2-methylprop-2-en-1-amine

N-benzoyl-norreticuline

1-(3-isopropoxy-4-methoxybenzyl)-1,2,3,4-tetrahydro-7-isopropoxy-6-methoxyisoquinoline