(E)-3-[1-Ethyl-6-methoxy-7-methoxymethoxy-3-methyl-2-(3,4,5-trimethoxy-phenyl)-1H-indol-4-yl]-2-methyl-acrylic acid ethyl ester

Base Information

• Chemical Name: (E)-3-[1-Ethyl-6-methoxy-7-methoxymethoxy-3-methyl-2-(3,4,5-trimethoxy-phenyl)-1H-indol-4-yl]-2-methyl-acrylic acid ethyl ester
• CAS No.: 1027569-89-6
• Molecular Formula: C₂₉H₃₇NO₈
• Molecular Weight: 527.615
• Mol file: 1027569-89-6.mol

Synonyms:

Chemical Property of (E)-3-[1-Ethyl-6-methoxy-7-methoxymethoxy-3-methyl-2-(3,4,5-trimethoxy-phenyl)-1H-indol-4-yl]-2-methyl-acrylic acid ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-3-[1-Ethyl-6-methoxy-7-methoxymethoxy-3-methyl-2-(3,4,5-trimethoxy-phenyl)-1H-indol-4-yl]-2-methyl-acrylic acid ethyl ester

There total 10 articles about (E)-3-[1-Ethyl-6-methoxy-7-methoxymethoxy-3-methyl-2-(3,4,5-trimethoxy-phenyl)-1H-indol-4-yl]-2-methyl-acrylic acid ethyl ester 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:

5-methyl-2-methoxyphenol (1195-09-1) → (E)-3-[1-Ethyl-6-methoxy-7-methoxymethoxy-3-methyl-2-(3,4,5-trimethoxy-phenyl)-1H-indol-4-yl]-2-methyl-acrylic acid ethyl ester (1027569-89-6)

Guidance literature:

Multi-step reaction with 10 steps

1: 1.) NaH / 1.) DMF, 0 deg C, 2.) DMF, RT, 30 min

2: 1.) n-BuLi, 2.) diphenylphosphoryl azide, 3.) sodium bis(2-methoxyethoxy)aluminum hydride

3: pyridine / tetrahydrofuran / 0.5 h / Ambient temperature

4: n-BuLi / tetrahydrofuran; hexane / 12 h / Ambient temperature

5: POCl₃ / 1 h / Ambient temperature

6: LiAlH₄ / tetrahydrofuran / 2 h / Heating

7: 1.) NaH / 1.) DMF, 0 deg C, 2.) DMF, RT, 30 min

8: POCl₃ / 12 h / Ambient temperature

9: 1.) NaH / 1.) DMF, 0 deg C, 2.) DMF, RT, 30 min

10: 1.) NaH

With pyridine; lithium aluminium tetrahydride; n-butyllithium; diphenylphosphoranyl azide; sodium hydride; sodium bis(2-methoxyethoxy)aluminium dihydride; trichlorophosphate; In tetrahydrofuran; hexane;

DOI:10.1016/0223-5234(96)89134-3

Reference yield:

1-methoxy-2-(methoxymethoxy)-4-methylbenzene (111726-42-2) → (E)-3-[1-Ethyl-6-methoxy-7-methoxymethoxy-3-methyl-2-(3,4,5-trimethoxy-phenyl)-1H-indol-4-yl]-2-methyl-acrylic acid ethyl ester (1027569-89-6)

Guidance literature:

Multi-step reaction with 9 steps

1: 1.) n-BuLi, 2.) diphenylphosphoryl azide, 3.) sodium bis(2-methoxyethoxy)aluminum hydride

2: pyridine / tetrahydrofuran / 0.5 h / Ambient temperature

3: n-BuLi / tetrahydrofuran; hexane / 12 h / Ambient temperature

4: POCl₃ / 1 h / Ambient temperature

5: LiAlH₄ / tetrahydrofuran / 2 h / Heating

6: 1.) NaH / 1.) DMF, 0 deg C, 2.) DMF, RT, 30 min

7: POCl₃ / 12 h / Ambient temperature

8: 1.) NaH / 1.) DMF, 0 deg C, 2.) DMF, RT, 30 min

9: 1.) NaH

With pyridine; lithium aluminium tetrahydride; n-butyllithium; diphenylphosphoranyl azide; sodium hydride; sodium bis(2-methoxyethoxy)aluminium dihydride; trichlorophosphate; In tetrahydrofuran; hexane;

DOI:10.1016/0223-5234(96)89134-3

Reference yield:

3-methoxy-2-(methoxymethoxy)-6-methylaniline (176963-19-2) → (E)-3-[1-Ethyl-6-methoxy-7-methoxymethoxy-3-methyl-2-(3,4,5-trimethoxy-phenyl)-1H-indol-4-yl]-2-methyl-acrylic acid ethyl ester (1027569-89-6)

Guidance literature:

Multi-step reaction with 8 steps

1: pyridine / tetrahydrofuran / 0.5 h / Ambient temperature

2: n-BuLi / tetrahydrofuran; hexane / 12 h / Ambient temperature

3: POCl₃ / 1 h / Ambient temperature

4: LiAlH₄ / tetrahydrofuran / 2 h / Heating

5: 1.) NaH / 1.) DMF, 0 deg C, 2.) DMF, RT, 30 min

6: POCl₃ / 12 h / Ambient temperature

7: 1.) NaH / 1.) DMF, 0 deg C, 2.) DMF, RT, 30 min

8: 1.) NaH

With pyridine; lithium aluminium tetrahydride; n-butyllithium; sodium hydride; trichlorophosphate; In tetrahydrofuran; hexane;

DOI:10.1016/0223-5234(96)89134-3

upstream raw materials:

ethyl 2-diethoxyphosphorylpropionate

1-ethyl-6-methoxy-7-(methoxymethoxy)-3-methyl-2-(3,4,5-trimethoxyphenyl)indole-4-carbaldehyde

5-methyl-2-methoxyphenol

1-methoxy-2-(methoxymethoxy)-4-methylbenzene

Downstream raw materials:

(E)-3-[1-Ethyl-6-methoxy-7-methoxymethoxy-3-methyl-2-(3,4,5-trimethoxy-phenyl)-1H-indol-4-yl]-2-methyl-acrylic acid