diethyl (2E,7E)-5-hydroxy-5-[(1-methyl-1H-indol-3-yl)-(phenyl)methyl]nona-2,7-dienedioate

Base Information

• Chemical Name: diethyl (2E,7E)-5-hydroxy-5-[(1-methyl-1H-indol-3-yl)-(phenyl)methyl]nona-2,7-dienedioate
• CAS No.: 1627153-02-9
• Molecular Formula: C₂₉H₃₃NO₅
• Molecular Weight: 475.585
• Mol file: 1627153-02-9.mol

Synonyms:diethyl (2E,7E)-5-hydroxy-5-[(1-methyl-1H-indol-3-yl)-(phenyl)methyl]nona-2,7-dienedioate

Chemical Property of diethyl (2E,7E)-5-hydroxy-5-[(1-methyl-1H-indol-3-yl)-(phenyl)methyl]nona-2,7-dienedioate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of diethyl (2E,7E)-5-hydroxy-5-[(1-methyl-1H-indol-3-yl)-(phenyl)methyl]nona-2,7-dienedioate

There total 5 articles about diethyl (2E,7E)-5-hydroxy-5-[(1-methyl-1H-indol-3-yl)-(phenyl)methyl]nona-2,7-dienedioate 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: 68.0%

1-[(1-methyl-1H-indol-3-yl)(phenyl)methyl]cyclopent-3-enol (1627153-26-7) + ethyl acrylate (140-88-5,9003-32-1) → diethyl (2E,7E)-5-hydroxy-5-[(1-methyl-1H-indol-3-yl)-(phenyl)methyl]nona-2,7-dienedioate (1627153-02-9)

Guidance literature:

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In dichloromethane; at 0 - 20 ℃; for 36h; Schlenk technique; Inert atmosphere;

DOI:10.1002/adsc.201301108

Reference yield:

4-[(1-methyl-1H-indol-3-yl)(phenyl)methyl]hepta-1,6-dien-4-ol (1627153-22-3) → diethyl (2E,7E)-5-hydroxy-5-[(1-methyl-1H-indol-3-yl)-(phenyl)methyl]nona-2,7-dienedioate (1627153-02-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / dichloromethane / 12 h / 0 - 20 °C / Schlenk technique; Inert atmosphere

1.2: Schlenk technique; Inert atmosphere

2.1: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / dichloromethane / 36 h / 0 - 20 °C / Schlenk technique; Inert atmosphere

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In dichloromethane;

DOI:10.1002/adsc.201301108

Reference yield:

methyl 2-(1-methyl-1H-indol-3-yl)-2-phenylacetate (1062136-70-2) → diethyl (2E,7E)-5-hydroxy-5-[(1-methyl-1H-indol-3-yl)-(phenyl)methyl]nona-2,7-dienedioate (1627153-02-9)

Guidance literature:

Multi-step reaction with 3 steps

1.1: tetrahydrofuran; diethyl ether / 12 h / 0 - 20 °C / Schlenk technique; Inert atmosphere

1.2: Schlenk technique; Inert atmosphere

2.1: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / dichloromethane / 12 h / 0 - 20 °C / Schlenk technique; Inert atmosphere

2.2: Schlenk technique; Inert atmosphere

3.1: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / dichloromethane / 36 h / 0 - 20 °C / Schlenk technique; Inert atmosphere

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In tetrahydrofuran; diethyl ether; dichloromethane;

DOI:10.1002/adsc.201301108

upstream raw materials:

4-[(1-methyl-1H-indol-3-yl)(phenyl)methyl]hepta-1,6-dien-4-ol

1-[(1-methyl-1H-indol-3-yl)(phenyl)methyl]cyclopent-3-enol

ethyl acrylate

methyl 2-(1-methyl-1H-indol-3-yl)-2-phenylacetate