ethyl 8-(benzyloxy)-1-(3-(benzyloxy)-4-methoxyphenyl)-2-(2,5-bis(benzyloxy)-4-methoxyphenyl)-9-methoxy-5,6-dihydropyrrolo-[2,1-a]isoquinoline-3-carboxylate

Base Information

• Chemical Name: ethyl 8-(benzyloxy)-1-(3-(benzyloxy)-4-methoxyphenyl)-2-(2,5-bis(benzyloxy)-4-methoxyphenyl)-9-methoxy-5,6-dihydropyrrolo-[2,1-a]isoquinoline-3-carboxylate
• CAS No.: 919082-38-5
• Molecular Formula: C₅₈H₅₃NO₉
• Molecular Weight: 908.06
• Mol file: 919082-38-5.mol

Synonyms:ethyl 8-(benzyloxy)-1-(3-(benzyloxy)-4-methoxyphenyl)-2-(2,5-bis(benzyloxy)-4-methoxyphenyl)-9-methoxy-5,6-dihydropyrrolo-[2,1-a]isoquinoline-3-carboxylate

Chemical Property of ethyl 8-(benzyloxy)-1-(3-(benzyloxy)-4-methoxyphenyl)-2-(2,5-bis(benzyloxy)-4-methoxyphenyl)-9-methoxy-5,6-dihydropyrrolo-[2,1-a]isoquinoline-3-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl 8-(benzyloxy)-1-(3-(benzyloxy)-4-methoxyphenyl)-2-(2,5-bis(benzyloxy)-4-methoxyphenyl)-9-methoxy-5,6-dihydropyrrolo-[2,1-a]isoquinoline-3-carboxylate

There total 20 articles about ethyl 8-(benzyloxy)-1-(3-(benzyloxy)-4-methoxyphenyl)-2-(2,5-bis(benzyloxy)-4-methoxyphenyl)-9-methoxy-5,6-dihydropyrrolo-[2,1-a]isoquinoline-3-carboxylate 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: 75.0%

ethyl 3-(2,5-dibenzyloxy-4-methoxyphenyl)-2-nitroacrylate + 6-(benzyloxy)-1-[3-(benzyloxy)-4-methoxybenzyl]-7-methoxy-3,4-dihydroisoquinoline (21411-27-8) → ethyl 8-(benzyloxy)-1-(3-(benzyloxy)-4-methoxyphenyl)-2-(2,5-bis(benzyloxy)-4-methoxyphenyl)-9-methoxy-5,6-dihydropyrrolo-[2,1-a]isoquinoline-3-carboxylate (919082-38-5)

Guidance literature:

With sodium hydrogencarbonate; In acetonitrile; for 18h; Heating;

DOI:10.1021/jo061810h

Reference yield: 64.0%

2-(3-(benzyloxy)-4-methoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane + ethyl 8-(benzyloxy)-2-(2,5-bis(benzyloxy)-4-methoxyphenyl)-1-bromo-9-methoxy-5,6-dihydropyrrolo[2,1-a]isoquinoline-3-carboxylate → ethyl 8-(benzyloxy)-1-(3-(benzyloxy)-4-methoxyphenyl)-2-(2,5-bis(benzyloxy)-4-methoxyphenyl)-9-methoxy-5,6-dihydropyrrolo-[2,1-a]isoquinoline-3-carboxylate (919082-38-5)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; barium hydroxide octahydrate; In 1,4-dioxane; water; at 100 ℃; for 0.25h; Inert atmosphere;

DOI:10.1021/acs.joc.1c01505

Reference yield:

benzyl bromide (100-39-0) → ethyl 8-(benzyloxy)-1-(3-(benzyloxy)-4-methoxyphenyl)-2-(2,5-bis(benzyloxy)-4-methoxyphenyl)-9-methoxy-5,6-dihydropyrrolo-[2,1-a]isoquinoline-3-carboxylate (919082-38-5)

Guidance literature:

Multi-step reaction with 6 steps

1: potassium carbonate / acetone / 6 h / Heating

2: acetic acid; ethylenediamine / 20 °C

3: lithium aluminium tetrahydride / tetrahydrofuran / 24 h / 20 °C

4: sodium carbonate / dichloromethane; water / 2 h / 20 °C

5: trichlorophosphate / N,N-dimethyl-formamide / 3 h / 20 °C

6: sodium hydrogencarbonate / acetonitrile / 18 h / Heating

With lithium aluminium tetrahydride; sodium hydrogencarbonate; sodium carbonate; potassium carbonate; acetic acid; ethylenediamine; trichlorophosphate; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; acetone; acetonitrile; 2: Knoevenagel reaction / 5: Bischler-Napieralski reaction;

DOI:10.1021/jo061810h

upstream raw materials:

6-(benzyloxy)-1-[3-(benzyloxy)-4-methoxybenzyl]-7-methoxy-3,4-dihydroisoquinoline

isovanillin

N-[3-(benzyloxy)-4-methoxyphenethyl]-2-[3-(benzyloxy)-4-methoxyphenyl]acetamide

O-benzylhomoisovanillic acid

Downstream raw materials:

14-(3-acetoxy-4-methoxyphenyl)-2,11-diacetoxy-3,12-dimethoxy-8,9-dihydro-6H-chromeno[4',3':4,5]pyrrolo[2,1-a]isoquinolin-6-one

Lamellarin G

14-(3-acetoxy-4-methoxyphenyl)-2,11-diacetoxy-3,12-dimethoxy-6H-chromeno[4',3':4,5]pyrrolo[2,1-a]isoquinolin-6-one